Chemistry Part Ii Chapter 12 Organic Chemistry – Some Basic Principles And Techniques
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    NCERT Solution For Class 11 Chemistry Chemistry Part Ii

    Organic Chemistry – Some Basic Principles And Techniques Here is the CBSE Chemistry Chapter 12 for Class 11 students. Summary and detailed explanation of the lesson, including the definitions of difficult words. All of the exercises and questions and answers from the lesson's back end have been completed. NCERT Solutions for Class 11 Chemistry Organic Chemistry – Some Basic Principles And Techniques Chapter 12 NCERT Solutions for Class 11 Chemistry Organic Chemistry – Some Basic Principles And Techniques Chapter 12 The following is a summary in Hindi and English for the academic year 2021-2022. You can save these solutions to your computer or use the Class 11 Chemistry.

    Question 1
    CBSEENCH11007365

    How many types of hybridisations occur in a carbon atom?

    Solution

    Carbon undergoes three types of hybridisations:
    (i) sp3 in saturated compounds,
    (ii) sp2 in all unsaturated compounds containing a double bond,
    (iii) sp in all unsaturated compounds containing a triple bond.

    Question 2
    CBSEENCH11007366

    What are homocyclic or carbocyclic compounds?

    Solution
    Cyclic compounds whose rings are made up of only one kind of atoms i.e. carbon atoms are called homocyclic or carbocyclic compounds.
    Question 3
    CBSEENCH11007367

    What are aromatic compounds?

    Solution
    Organic compounds containing one or more fused or isolated benzene rings and their functionalised derivatives are called aromatic compounds or benzenoids.
    Question 4
    CBSEENCH11007368

    What are heterocyclic compounds?

    Solution
    Cyclic compounds containing one or more hetero atoms (usually O, N, S etc.) are called heterocyclic compounds.
    Question 5
    CBSEENCH11007369

    What type of hybridisation is involved in: (i) Planar (ii) Linear molecules?

    Solution

    (i) Planar molecules —sp2
    (ii) Linear molecules—sp.

    Question 6
    CBSEENCH11007370

    What does IUPAC stand for?

    Solution
    International Union of Pure and Applied Chemistry.
    Question 7
    CBSEENCH11007371
    Question 8
    CBSEENCH11007372

    What are isomers?

    Solution

    Compounds having some molecular formula but different chemical and physical properties are called isomers.

    Question 9
    CBSEENCH11007373
    Question 10
    CBSEENCH11007374

    Which characteristic is common to different isomers of a compound?

     

    Solution
    All of them have the same molecular formula.
    Question 11
    CBSEENCH11007375

    Name three alkanes which do not show chain isomerism.

    Solution
    Methane, ethane and propane.
    Question 12
    CBSEENCH11007376

    Name the types of structural isomerism shown by alkanes.

    Solution

    Chain isomerism and position isomerism.

    Question 13
    CBSEENCH11007377

    Name the four main types of structural isomerism. 

    Solution

    (i) Chain isomerism
    (ii) Position isomerism
    (iii) Functional isomerism
    (iv) Tautomerism.

    Question 15
    CBSEENCH11007379

    What types of structural isomerism is shown by the following pairs of organic compounds ?

    Solution

    i) Position Isomerism
    ii) Functional Isomerism

    Question 16
    CBSEENCH11007380

    Write the tautomer of acetaldehyde and write its IUPAC name.

    Solution
    The tautomer of acetaldehyde is CH2 = CHOH.
    IUPAC name Eth-1-en- 1-ol.
    Question 17
    CBSEENCH11007381

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    Question 18
    CBSEENCH11007382

    Define ring - chain isomerism. Given one example.?

    Solution

    Compounds having the same molecular formula but possessing open chain and cyclic structures are called ring chain isomers and the phenomenon is called ring-chain isomerism. For example propene and cyclopropane are ring chain isomers.

    Question 19
    CBSEENCH11007383

    Write the metamer of diethyl ether ?

    Solution
    Metamer of diethyl ether is 1-Methoxy propane, CH3 – O – CH2 – CH2 – CH3.
    Question 20
    CBSEENCH11007384

    What is a functional group?

    Solution

    The atom or group of atoms present in a molecule which largely determines its chemical properties is called a functional group.

    Question 21
    CBSEENCH11007385
    Question 22
    CBSEENCH11007386

    Name the alkyl groups obtained from isobutane.

    Solution
    Isobutyl (CH3)2CH – CH2 and tertbutyl (CH3)3CH.
    Question 23
    CBSEENCH11007387

    Name CH2 = C = CH2 according to IUPAC system.

    Solution
    Prop – 1, 2-diene.
    Question 24
    CBSEENCH11007388

    Give the IUPAC name of the compound 
    CH2 = CH – CH(CH3)2.

    Solution

    The IUPAC compound of the given formula is,
     3-methyl but-l-ene.

    Question 25
    CBSEENCH11007389

    What are reaction intermediates and why are they highly reactive?

    Solution

    The highly reactive intermediate species formed from the reactants during the reaction are called reaction intermediates. The moment these are formed in the reaction, these get consumed. The high reactivity of reaction intermediates is due to the fact that these are charged species and moreover have an incomplete octet.
    These are:
    (i) Free radicals        (ii) Carbocations
    (iii) Carbanions        (iv) Carbenes
    (v) Nitrenes             (vi) Arynes.

    Question 26
    CBSEENCH11007390

    Classify the following into electrophilic and nucleophilic reagents:
    left parenthesis straight i right parenthesis space straight H to the power of plus space space space space space space space left parenthesis ii right parenthesis space Cl to the power of minus space space space space space space space left parenthesis iii right parenthesis space NO subscript 2 superscript plus space space space space space space space left parenthesis iv right parenthesis space HO to the power of minus

    Solution
    (i) and (iii) are electrophiles while (ii) and (iv) are nucleophiles.
    Question 27
    CBSEENCH11007391

    Which of the two electrophilic and nucleophilic reagents would attack carbonium ion and why?

    Solution
    A nucleophile being a negatively charged or electron rich species would attack the carbonium ion which carries a positive charge on carbon atom.
    Question 28
    CBSEENCH11007392

    What is mesomeric effect?

    Solution

    The electron-pair displacement caused by an atom or group along a chain by a conjugative mechanism is called the mesomeric effect of that atom or group.

    Question 29
    CBSEENCH11007393

    Which groups have +M and -I effects ?

    Solution

    Atoms having lone pairs and greater electronegativity have +M and -I effects. For example, halogens have greater electronegativity(-I) but have lone pairs of electrons (+M).

    Question 30
    CBSEENCH11007394

    What is resonance energy?

    Solution

    The difference between the actual energy of  a molecule and that of the most stable canonical form is known as resonance energy.

    Question 31
    CBSEENCH11007395

    Write the various canonical forms of urea. 

    Solution
    Urea has the structure

    Urea is considered to be a resonance hybrid of the canonical forms.
    Question 32
    CBSEENCH11007396
    Question 33
    CBSEENCH11007397

    Why do carbocations undergo a variety of reactions?

    Solution
    Carbocations are highly reactive species. This reactivity is due to its tendency to complete the octet of electron deficient carbon. Hence carbocations undergo a variety of reactions.
    Question 34
    CBSEENCH11007398

    What is the state of hybridisation of positively charged carbon of carbocation?

    Solution
    It is in sp2 state of hybridisation.
    Question 36
    CBSEENCH11007400

    How is triphenyl methyl anion generated?

    Solution

    It is generated by treating triphenyl methane with base.
    stack left parenthesis straight C subscript 6 straight H subscript 5 right parenthesis subscript 3 straight C space minus space straight H space plus space colon straight O with bar on top straight H with Triphenyl space methane below space rightwards arrow space stack space left parenthesis straight C subscript 6 straight H subscript 5 right parenthesis subscript 3 straight C with circled dot on top colon space plus straight H subscript 2 straight O with Triphenyl space methyl space anion below

    Question 37
    CBSEENCH11007401

    Why are free radicals extremely reactive?

    Solution

    Their greater reactivity is due to the tendency of the odd electron in them to get paired up. 

    Question 38
    CBSEENCH11007402

    Tell the structure of:
    (i) Free radical
    (ii) Carbocation and
    (iii) Carbanion. 

    Solution

    (i) Trigonal  (ii) Trigonal   (iii) Pyramidal. 

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    Question 40
    CBSEENCH11007404

    Arrange the following:
    CH subscript 3 straight C with circled plus on top straight H subscript 2 comma space space straight C subscript 6 straight H subscript 5 straight C with plus on top straight H subscript 2 comma space space left parenthesis CH subscript 3 right parenthesis subscript 3 straight C with plus on top comma space CH subscript 2 space equals space CH space minus space straight C with plus on top straight H subscript 2
    in order of decreasing stability. 

    Solution

    The order of decreasing stability:left parenthesis CH subscript 3 right parenthesis subscript 3 straight C with plus on top greater than space straight C subscript 6 straight H subscript 5 straight C with plus on top CH subscript 2 space greater than space CH subscript 2 space equals space CH space minus space straight C with plus on top straight H subscript 2 space greater than space CH subscript 3 straight C with plus on top CH subscript 2

    Question 42
    CBSEENCH11007406

    Which of the following carbocation is most stable?

    • left parenthesis CH subscript 3 right parenthesis subscript 3 straight C. straight C with plus on top straight H subscript 2
    • left parenthesis CH subscript 3 right parenthesis subscript 3 space straight C with plus on top
    • CH subscript 3 CH subscript 2 straight C with plus on top straight H subscript 2
    • CH subscript 3 straight C with plus on top HCH subscript 2 CH subscript 3

    Solution

    B.

    left parenthesis CH subscript 3 right parenthesis subscript 3 space straight C with plus on top The order of stability of carbocation is 3° > 2° > 1°
    left parenthesis straight a right parenthesis space stack open parentheses CH subscript 3 close parentheses subscript 3 straight C space minus space straight C with plus on top straight H subscript 2 with 1 degree space Carbocation below
left parenthesis straight b right parenthesis space stack left parenthesis CH subscript 3 right parenthesis subscript 3 straight C with plus on top with 3 degree space Carbocation below
left parenthesis straight c right parenthesis space space stack CH subscript 3 CH subscript 2 straight C with plus on top straight H subscript 2 with 1 degree space Carbocation below
left parenthesis straight d right parenthesis space space stack CH subscript 3 straight C with plus on top HCH subscript 2 CH subscript 3 with 2 degree space Carbocation below
    Question 43
    CBSEENCH11007407

    The reaction
    CH subscript 3 CH subscript 2 straight I space plus space KOH left parenthesis aq right parenthesis space rightwards arrow space space CH subscript 3 CH subscript 2 OH space plus space KI
    is classified as

    • electrophilic substitution

    • nucelophilic substitution

    • elimination

    • addition

    Solution

    B.

    nucelophilic substitution

    Option (b) is correct. This reaction is a nucleophilic substitution reaction since the nucleophile I- is replaced by the nucleophile OH ion.
    Question 44
    CBSEENCH11007408
    Question 45
    CBSEENCH11007409

    Name a suitable technique of separation of the components from a mixture of calcium sulphate and camphor. 

    Solution

    The components present can be separated by sublimation. Camphor is a volatile substance and will sublime upon heating whereas calcium sulphate does not change into vapours.

    Question 47
    CBSEENCH11007411

    How will you separate a mixture of kerosene oil and water ?

    Solution
    The mixture of kerosene oil and water is separated By a separating funnel.
    Question 48
    CBSEENCH11007412
    Question 49
    CBSEENCH11007413

    Give two examples of adsorbents used in chromatography.

    Solution
    Alumina (Al2O3), silica gel.
    Question 50
    CBSEENCH11007414
    Question 53
    CBSEENCH11007417
    Question 54
    CBSEENCH11007418

    What is the principle of paper chromatography?

    Solution
    The principle involved is partition chromatography wherein the substances are distributed or partitioned between liquid phases.
    Question 55
    CBSEENCH11007419
    Question 56
    CBSEENCH11007420

    Name two methods of purification of organic compounds.

    Solution
    (i) Crystallisation   (ii) Chromatography.
    Question 58
    CBSEENCH11007422

    How would you extract oil from sunflower seed?

    Solution

    By different extraction using Soxhlet apparatus.

    Question 60
    CBSEENCH11007424

    What is the purpose of fusing the organic compound with sodium metal before testing for N, S or halogen?

    Solution

    Sodium metal reacts with some of the elements present in the organic compound and forms corresponding water soluble salts. 

    Question 61
    CBSEENCH11007425

    What colour is expected when thiourea is tested for nitrogen by Lassaigne’s method?

    Solution
    Blood red colour because thiourea (NH2CSNH2).
    Question 63
    CBSEENCH11007427
    Question 64
    CBSEENCH11007428

    Why Lassaigne's extract is boiled with concentrated HCl while detecting the presence of nitrogen in the compound ?

    Solution

    It is boiled with concentrated HCl to dissolve the greenish precipitate of ferrous hydroxide formed by an excess of NaOH with FeSO4, which would otherwise mark the Prussian blue colour.
    Fe left parenthesis OH right parenthesis subscript 2 plus space 2 HCl space rightwards arrow space space space FeCl subscript 2 space plus space 2 straight H subscript 2 straight O

    Question 65
    CBSEENCH11007429

    Why is it necessary to boil the sodium extract with conc. HNO3 before testing the halogen?

    Solution

    It is boiled with concentrated nitric acid to decompose any sodium cyanide or sodium sulphide present in the compound containing nitrogen or sulphur also. 
    NaCN space plus space HNO subscript 3 space rightwards arrow space space space NaNO subscript 3 space plus space HCN downwards arrow
Na subscript 2 straight S space plus space 2 HNO subscript 3 space end subscript space rightwards arrow space space 2 NaNO subscript 3 space plus space straight H subscript 2 straight S space downwards arrow

    Question 66
    CBSEENCH11007430

    Name the method, if any, for the estimation of oxygen in an orangic compound.

    Solution

    There is no direct method for the estimation of oxygen in an organic compound. 

    Question 68
    CBSEENCH11007432

    Why a solution of potassium hydroxide is used to absorb carbon dioxide evolved during the estimation of carbon present in an orangic compound?

    Solution
    Carbon dioxide reacts with KOH present in the solution to form soluble potassium carbonate and can be estimated.
    2 KOH space plus space CO subscript 2 space space space rightwards arrow space space straight K subscript 2 CO subscript 3 space plus space straight H subscript 2 straight O
    Question 69
    CBSEENCH11007433

    Name the methods for the estimation of nitrogen. 

    Solution
    Dumas method and Kjeldahl method.
    Question 70
    CBSEENCH11007434
    Question 73
    CBSEENCH11007437

    What is taken in nitrometer where N2 gas is collected in Duma's method and why?

    Solution

    Potassium hydrogen sulphate is used in the Schiff's nitrometer and its function is to absorb CO2 and H2O. 

    Question 74
    CBSEENCH11007438

    When does Carius method fail while estimating halogens?

    Solution
    When more than one type of halogens is present in the compound, carius method does not estimate halogens.
    Question 75
    CBSEENCH11007439

    How will you explain the tetracovalency of carbon?

    Solution

    The atomic number of carbon is 6 and its electronic configuration is 2, 4. In other words, carbon has four electrons in the valence shell and thus needs four more electrons to complete its octet. Therefore carbon is tetravalent. Since carbon atom has high ionisation energy and moderate electron affinity, therefore it is very difficult for carbon to either lose or gain four electrons to achieve the nearest inert gas configuration. Consequently, carbon always combines with other atoms by mutual sharing of electrons and thus forms covalent bonds. Thus, carbon is always tetravalent i.e. it forms four covalent bonds with other atoms.

    According to Le Bel and van’t Hoff, the four bonds of a carbon atom are directed towards the four corners of a regular tetrahedron. The carbon atom lies at the centre of a regular tetrahedron and the angle between any two adjacent bonds is 109° – 28' or 109.5°. This arrangement of carbon atom is regarded as a tetrahedral model or carbon or space model.

    Question 76
    CBSEENCH11007440

    State and explain hybridisation. 

    Solution

    The phenomenon of intermixing of atomic orbitals of slightly different energies of an atom so as to redistribute their energies to form the same number of new orbitals of equivalent energies and identical shapes is called hybridization. The new orbitals, thus formed are called hybrid orbitals or hybridised orbitals.
    Explanation: In order to understand hybridisation, let us take an example of carbon (Z = 6). Its ground state electronic configuration is

    Since it has two filled orbitals, therefore, the valency of the carbon atom should be 2. But actually, carbon atom always exhibits a valency of four (tetravalent). To achieve this, an electron is promoted from 2s filled orbital to the vacant higher energy 2pzorbital. This is called excited state of a carbon atom.

    In the excited state of carbon and p orbitals have different energies. Consequently, four bonds of carbon must be of two types. Three of the bonds should be of one type (s-p bonds) while the fourth bond should be of a different type (s-s bond). However, experimental evidence indicates that all the four bonds in case of CH4 (methane) are equivalent. To explain the equivalence of all the four bonds in case of methane, the concept of hybridisation is used i.e. all the four orbitals in the valence shell of carbon may get mixed, redistribute energies and give orbitals of new energy and shape. These equivalent orbitals are called hybrid orbitals. 

    Question 77
    CBSEENCH11007441

    What are the necessary conditions for hybridization?

    Solution

    Conditions for hybridization:
    (i) The orbitals taking part in hybridization must have only a small difference of energies. 
    (ii) The orbitals undergoing hybridization generally belong to the valence of the atom.
    (iii) It can take place between completely filled, half-filled or empty orbitals.
    (iv) All the orbitals of the valence shell may or may not take part in hybridization.

    Question 78
    CBSEENCH11007442

    Discuss the different types of hybridisation in s and p atomic orbitals

    Solution

    These are of three types:
    (i) sp3-type (Tetrahedral hybridisation)
    (ii) sp2-type (Trigonal hybridisation)
    (iii) sp-type (Diagonal hybridisation)
    (i) sp3 hybridisation : Electronic configuration of carbon (Z=6) in the excited state is 1s2
    2 straight s to the power of 1 space 2 straight p subscript straight x superscript 1 space 2 straight p subscript straight y superscript 1 space 2 straight p subscript straight z superscript 1. This type of hybridisation involves the mixing of all the four half filled orbitals. i.e. one s and three p orbitals to form four new orbitals called sp3 hybrid orbitals of equivalent energies and identical shapes.

    Fig. Representation of sp3 hybridisation
    The four sp3 hybrid orbitals are directed towards the four corners of a tetrahedral. The angle between two adjacent sp3 hybrid orbitals is of 109° – 28'. Each sp3 hybrid orbital has 1/4 s-character and p-character. sp3 hybridisation is also known as tetrahedral hybridisation.

    Examples of compounds in which sp3-hybridisation takes place are:
    (a) All saturated compounds of carbon such as alkanes, cycloalkanes etc.
    (b) Water, alcohols, ethers, ammonia and amines.
    (ii) sp2 hybridisation: The electronic configuration of carbon (Z = 6) in the excited state is 1 straight s squared 2 straight s to the power of 1 2 straight p subscript straight x superscript 1 2 straight p subscript straight y superscript 1 2 straight p subscript straight z superscript 1. In this type of hybridisation one s and two p-orbtials of the valence shell of carbon atom take part in hybridisation to give three new sp2 hybrid orbitals. These sp2 hybrid orbitals lie in a plane and are directed towards the corners of an equilateral triangle with carbon atom in the centre. The unhybridised 2 straight p subscript straight z superscript 1 orbital lies perpendicular to the three hybridised orbitals, three hybridised orbitals.


    sp2 hybridisation is also known as trigonal hybridisation. Each sp2 hybrid orbital has 1/3 s-character and 2/3 p-character.

    Examples of compounds in which sp2- hybridisation takes place are:
    (a) All compounds of boron i.e. BF3, BH3 etc.
    (b) All compounds of carbon containing C=C double bonds such as alkenes, arenes etc.
    (iii) sp-hybridisation. The electronic configuration of carbon atom (Z = 6) in the excited state is 1 straight s squared space 2 straight s to the power of 1 space 2 straight p subscript straight x superscript 1 space 2 straight p subscript straight y superscript 1 space 2 straight p subscript straight z superscript 1. In this type of hybridisation, one s and one p orbital of valence shell of carbon atom take part in hybridisation to give two sp hybrid orbitals of equivalent energies and shape. These sp hybrid orbitals are directed in space at an angle of 180° with respect to each other. Therefore, sp hybridisation is also called linear hybridisation or diagonal hybridisation. Each sp-hybrid orbital has 1/2 s-character and 1/2 p-character. The two unhybridised orbitals (2p and 2pz) which are left lie in different planes at right angles to each other and also to the plane of hybridised orbitals.

     

    Examples of compounds in which sp-hybridisation takes place are:
    (i) All compounds of carbon containing C ≡ C and C ≡ N triple bonds.
    (ii) All compounds of beryllium such as BeF2, BeH2 etc.


    Question 79
    CBSEENCH11007443

    Discuss the shape of methane molecule. 

    Solution
    In methane molecule, carbon atom undergoes sp3 hybridisation. Each sp3 hybrid orbital overlaps with Is orbital of hydrogen atom along the internuclear axis to form σ; bond each.
    In this type

    The four C – H bonds are directed towards the four corners of a regular tetrahedron. So methane has a tetrahedral structure. Each H – C – H bond angle is of 109° – 28'. Each C –H bond length is 109 pm (1.09 Å).

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    Question 80
    CBSEENCH11007444

    Discuss the shape of ethane molecule. 

    Solution
    In ethane molecule, both the carbon atoms are in sp3 hybrid state. In its formation, one hybrid orbital of one carbon atom overlaps with one sp3 hybrid of second carbon atom along the internuclear axis to form a sigma (σ;) C – C bond. The remaining three sp3 hybrid orbitals of each carbon atom overlap with Is orbital of hydrogen atom axially to form six sigma C – H bonds.

    The length of C – C bond in ethane is 154 pm (or 1.54 Å) and that of each C – H bond is 109 pm (or 1.09 Å).
    Question 81
    CBSEENCH11007445

    Discuss the shape of ethylene (first member of alkenes).

    Solution
    In ethene molecule, each carbon atom undergoes sp2 hybridisation. One sp2 hybrid orbital of one carbon atom overlaps axially with one sp2 hybrid orbital of the other carbon atom to form sigma (σ;) C – C bond. The other two sp2 hybrid orbitals of each carbon atom overlap axially with Is orbital of the hydrogen atom to form sigma (σ;) C – H bonds. The unhybridised p-orbitals of the two carbon atoms overlap sidewise with each other to form a weak pi left parenthesis straight pi right parenthesis bond, The straight pi bond consists of two straight pi electron clouds which lie above and below the plane of carbon and hydrogen atoms. 

    Thus, ethylene molecule consists of four sigma C – H bonds, one sigma C – C bond and one straight pi; the bond between carbon-carbon atom. The bond length of carbon-carbon double bond of ethylene is 134 pm (1.34 Å).
    Question 82
    CBSEENCH11007446

    Discuss the shape of acetylene (first member of alkyne).

    Solution
    In acetylene molecule, each carbon atom undergoes sp hybridization. One sp hybrid orbital of one carbon atom overlaps axially with one sp hybrid orbital of the other carbon atom to form sigma (σ;) C – C bond. The remaining sp hybrid orbital of each carbon atom overlaps axially with 1s orbital of hydrogen atom to form sigma (σ;) C – H bonds. The unhybridised) py orbitals from the two carbon atoms overlap sidewise to form a straight pi bond. Similarly, the unhybridised 2pz orbitals from the two carbon atoms overlap sidewise to form one more straight pi; bond.
    The two straight pi;  bonds lie in a plane at right angles to each other and each straight pi; bond consists of two straight pi; electron clouds. The electron cloud of one space space straight pi; bond is considered to lie above and below the line joining the carbon atoms. Thus, the four straight pi; electron clouds overlap and merge to form a single cylindrical cloud about the internuclear axis. 

    The – C ≡ C – bond in acetylene consists of one strong a bond (sp -sp) and two weak σ; bonds (p – p). The bond length of carbon-carbon triple bond is 120 pm (1.20 Å).
    In acetylene, carbon atoms as well as hydrogen atoms lie along a line and each C – C – H bond angle is 180°. Thus, acetylene has a linear structure.


    Question 84
    CBSEENCH11007448

    Indicate the straight sigma space and space straight pi bonds in the following molecules:
    straight C subscript 6 straight H subscript 6

    Solution

    12 sigma bond and 3 pi
    Question 85
    CBSEENCH11007449

    Indicate the straight sigma space and space straight pi bonds in the following molecules:
    straight C subscript 6 straight H subscript 12

    Solution

    There are six C-C sigma bond, Six C-H sigma bonds in the given compound.
    Question 86
    CBSEENCH11007450
    Question 87
    CBSEENCH11007451

    Indicate the straight sigma space and space straight pi bonds in the following molecules:
    CH2 = C = CH2

    Solution

    6 sigma bond (2, C-C bond and 4 C-H) and 2 pi bond. 
    Question 93
    CBSEENCH11007457

    What are hydrocarbons? Discuss their classification.

    Solution

    These are organic compounds which contain only two elements viz carbon and hydrogen.
    Classification. These have been classified into two main classes:
    (a) Open chain hydrocarbons or acyclic hydrocarbons
    (b) Closed chain or cyclic hydrocarbons.
    (a) Open chain hydrocarbons: These hydrocarbons contain an open chain of carbon atoms in their molecules which may be either straight chains or branched chains in nature.


    These are also called aliphatic hydrocarbons and burn with a non-smoky flame. These have been further divided into two classes:
    (a) Saturated hydrocarbons: These are open chain hydrocarbons which contain single covalent bonds between either carbon and carbon atoms (C – C) or carbon and hydrogen atoms (C – H). These are represented by the general formula CnH2n+2 where n is the number of carbon atoms. e.g.



    (b) Unsaturated hydrocarbons: These are open chain hydrocarbons which contain carbon-carbon multiple bonds in their molecules. These are further classified as:
      (i) Alkenes:   These are unsaturated hydrocarbons which contain a double bond between two carbon atoms (>C= C<) in their molecules. These are represented by the general formula straight C subscript straight n straight H subscript 2 straight n end subscript where n is the number of carbon atoms. e.g.
      stack CH subscript 2 with Ethene below space equals space CH subscript 2 space space space space space space stack CH subscript 3 space minus space CH space equals space CH subscript 2 with Propene below space space space space space space stack CH subscript 3 space minus space CH space with But minus space 2 minus ene below equals space CH minus CH subscript 3
    (ii) Alkynes: These are unsaturated hydrocarbons which contain a triple bond between two carbon atoms left parenthesis negative straight C space identical to space straight C minus right parenthesis
 in their molecules. 
     These are represented by the general formula straight C subscript straight n straight H subscript 2 straight n minus 2 end subscript where n is the number of carbon atoms. e.g. 
    stack HC space identical to space CH with Ethyne below space space space stack CH subscript 3 space minus space straight C space identical to CH with Propyne below space space space space stack HC identical to straight C with But minus 1 minus yne below minus CH subscript 2 minus CH subscript 3

    II. Closed chain or cyclic hydrocarbons. These hydrocarbons contain closed chains or ring of carbon atoms in their molecules. They are subdivided into two classes:
    (i) Alicyclic hydrocarbons: These are hydrocarbons which contain rings of three or more carbon atoms in their molecules. They resemble aliphatic hydrocarbons in most of their characteristics. For example

    (ii) Aromatic hydrocarbons. These have a cyclic system consisting of one or more hexagonal rings of carbon atoms with three double bonds in the alternate positions. The parent member of the family is benzene which is represented as:

    All hydrocarbons containing a benzene type ring in their molecules are known as aromatic hydrocarbons or arenes.
    Thus organic compounds containing one or more fused or isolated benzene rings and their functionalized derivatives are called aromatic compounds. For example,

    Question 94
    CBSEENCH11007458

    What are heterocyclic compounds? Give examples.

    Solution

    Cyclic compounds containing one or more heteroatoms (atoms other than C and H) in their rings are called heterocyclic compounds. They are further classified into two types:
    (i) Alicyclic heterocyclic compounds: Aliphatic cyclic compounds containing one or more heteroatoms in their rings are called alicyclic heterocyclic compounds. For example,


    (ii) Aromatic heterocyclic compounds: Aromatic cyclic compounds containing one or more heteroatoms in their molecules are called aromatic heterocyclic compounds. For example,

    Question 95
    CBSEENCH11007459

    What is a functional group? Name few functional groups.

    Solution
    Functional group: A particular atom or group of atoms present in the molecule which largely determines its chemical properties is called a functional group. For example –OH (hydroxyl group) is a functional group of alcohols and a reactive part of the alcohol molecule. 
    Question 96
    CBSEENCH11007460

    Write a short note on homologous series. 

    Solution
    A group or a series of organic compounds each containing a characteristic functional group form a homologous series and the members of the series are called homologues. The members of a homologous series can be represented by general molecular formula and the successive members differ from each other in the molecular formula by a –CH2 unit. There is a number of homologous series of organic compounds. Some of these are alkanes, alkenes, alkynes, haloalkanes, alkanols, alkanals, alkanones, alkanoic acids,
    amines etc.

    Characteristics of homologous series:
    (i) All the members of a series have similar structures and the same functional group. For example, the functional group present in alcohols is–OH group.
    (ii) The members of a series can be represented by a general formula. For example, the general formula of alkanes is CnH2n+2.
    (iii) There is a constant difference of CH2 in the molecular formulae and a constant difference of 14 in the molecular masses of any two adjacent individual members of a series. This is clear from the formulae of alcohols given below.
    (iv) Different members of a series exhibit similar chemical reactions since they have similar structures.
    (v) The physical properties, such as melting point, boiling point and density show a regular gradation with the increase in molecular masses.
    (vi) Different members of a series can be prepared by a similar method known as general methods of preparation.
    Question 97
    CBSEENCH11007461

    Write a short note on:
    (a) Generic formula
    (b) Primary, secondary, tertiary and quaternary carbon atoms.

    Solution
    (a) Generic formula: The general formula which represents homologous series is known as a generic formula. e.g.
    Generic formula of alkane is CnH2n+2
    Generic formula of alkene is CnH2n
    Generic formula of alkyne is Cn H2n_2
    (b) Primary, secondary, tertiary and quaternary carbon atoms.
    (i) Primary carbon atom left parenthesis 1 degree right parenthesis: It is that which is linked to one or no carbon atom. e.g. in the compound, stack CH subscript 3 with 1 on top space minus space stack CH subscript 2 with 2 on top space minus space stack CH subscript 2 with 3 on top space minus space stack CH subscript 3 with 4 on top carbon atoms, 1 and 4 are primary carbon atoms.
    (ii) Secondary carbon atom left parenthesis 2 degree right parenthesis: It is that which is linked to two carbon atoms. e.g. in the compound stack CH subscript 3 with 1 on top space minus space stack CH subscript 2 with 2 on top space minus space stack CH subscript 2 space minus with 3 on top stack CH subscript 3 with 4 on top carbon atoms, 2 or 3 are secondary carbon atoms.
    (iii) Tertiary carbon atom left parenthesis 3 degree right parenthesis:  A tertiary carbon atom is linked to three carbon atoms. eg. in the compound carbon 2 is a tertiary carbon atom.


    (iv) Quaternary carbon atom left parenthesis 4 degree right parenthesis: A quaternary carbon atom is linked to four carbon atoms e.g. in the compound

    carbon atom 2 is quaternary carbon atom. 


    Question 105
    CBSEENCH11007469
    Question 108
    CBSEENCH11007472
    Question 109
    CBSEENCH11007473

    What is isomerism? Name different types of isomerisms.

    Solution
    Isomerism: When the same molecular formula represents two or more compounds which differ in their physical or chemical properties, then such compounds are known as isomers and phenomenon is called isomerism. For example, the molecular formula C2H6O represents two different compounds viz:
    stack CH subscript 3 space minus space CH subscript 2 space minus space OH with Ethyl space alcohol below space space space space space space space stack CH subscript 3 space minus space straight O space minus CH subscript 3 with Dimethyl space ether below

    Types of isomerism . Isomerism may be divided into following types:
    1. Structural isomerism
    2. Space or Stereoisomerism.

    1. Structural isomerism: When the same molecular formula represents two or more compounds which differ in structures, then such compounds are called structural isomers and the phenomenon is called structural isomerism. Structural isomerism may be further classified as:
    (i) Chain isomerism
    (ii) Position isomerism
    (iii) Functional group isomerism
    (iv) Metamerism
    (v) Tautomerism.

    2. Stereoisomerism: In this case, isomers have the same structural formulae but they differ in the distribution of atoms or groups in space. It is of three types:
    (i) Conformational isomerism
    (ii) Optical isomerism
    (iii) Geometrical isomerism.

     
    Question 110
    CBSEENCH11007474

    What is chain isomerism?

    Solution

    Chain isomerism: When two or more compounds have a similar molecular formula but different carbon skeletons, these are referred to as chain isomers and the phenomenon is termed as chain isomerism. For example, C5H12 represents three compounds:


    Question 111
    CBSEENCH11007475

    Write the different chain isomers of butane. Give their IUPAC as well as common names.

    Solution
    Butane (C41110). There are two possible chain isomers of butane:
    left parenthesis straight i right parenthesis space CH subscript 3 space minus space CH subscript 2 space minus CH subscript 2 space minus space CH subscript 3
IUPAC space name space Butane space
Common space name space straight n minus Butane

    IUPAC name 2- Methylpropane Isobutane.
    Question 112
    CBSEENCH11007476

    Write the different chain isomers of pentane. Give their IUPAC as well as common names.

    Solution
    Pentane (C5H12). There are three possible chain isomers of pentane:
    left parenthesis straight i right parenthesis space CH subscript 3 space minus space CH subscript 2 space minus space CH subscript 2 space minus space CH subscript 2 space minus space CH subscript 3
IUPAC space name space space space space space space space space space space space space space space Pentane
Common space name space space space space space space space space space space space straight n minus Pentane

    IUPAC name:   2-Methylbutane
    Common name: Isopentane

    IUPAC name: 2, 3-Dimethyl propane
    Common name:  Neopentane
    Question 113
    CBSEENCH11007477

    A hydrocarbon has the molecular formula C6H14. To which family does it belong? Write all the possible chain isomers. Give their IUPAC names.
    Or
    An alkane has molecular mass 86. Write the possible structural isomers of the alkane with their IUPAC names.

    Solution
    The molecular formula of alkane having molecular mass 86 can be found as follows:
    Molecular mass of straight C subscript straight n straight H subscript 2 straight n plus 2 end subscript
                               equals space straight n space cross times space 12 space plus space left parenthesis 2 straight n plus 2 right parenthesis space cross times space 1
space equals space 12 straight n space plus space 2 straight n space plus space 2
space equals space 14 straight n plus 2
                    space space space space space space space 14 straight n plus 2 space equals space 86
or space space space space space space 14 straight n space equals space 84
or space space space space space space space space straight n space equals space 6
    Hence the molecular formula of an alkane is straight C subscript 6 straight H subscript 14. It has five structural isomers. 

    Question 114
    CBSEENCH11007478

    In the isomers of C6H14, indicate primary, secondary, tertiary and quaternary carbon atoms.

    Solution
    The primary (1°), secondary (2°), tertiary (3°) and quaternary (4°) carbon atoms may be indicated as:


    Question 115
    CBSEENCH11007479

    Define Position isomerism and Functional isomerism.

    Solution
    Position isomerism: When the same molecular formula represents two or more compounds which differ in the position of the same functional group, then such compounds are called position isomers and the phenomenon is called position isomerism. For example,
    left parenthesis straight i right parenthesis space straight C subscript 4 straight H subscript 8 space represents space two space position space isomers.
space space space space space space space CH subscript 2 space equals space stack CH space minus space CH subscript 2 with But minus 1 minus ene below space minus space CH subscript 3
space space space space space space space space space CH subscript 3 space minus space CH space equals space CH minus CH subscript 3
space space space space space space space space space space space space space space space space space space space But minus 2 minus ene space space space space space space space

left parenthesis ii right parenthesis space straight C subscript 4 straight H subscript 6 space represents space two space position space isomers.
space space space space space HC identical to straight C space minus space CH subscript 2 space minus space CH subscript 3
space space space space space space space space space space space space But minus 1 minus yne
CH subscript 3 space minus straight C identical to space straight C minus CH subscript 3
space space space space space space space space space space space space But minus 2 minus yne
    left parenthesis iii right parenthesis space straight C subscript 3 straight H subscript 7 Cl space represents space two space position space isomers.

    Functional isomerism: When the same molecular formula represents two or more compounds which differ in the presence of different functional groups, then such compounds are called functional isomers and the phenomenon is called functional isomerism. For example.

    Question 116
    CBSEENCH11007480

    Define metamerism and tautomerism.

    Solution
    Metamerism: Compounds having the same molecular formula but a different number of carbon atoms (or alkyl groups) on either side of the functional group (i.e.– O –, – S – CO – NH–) are called metamers and the phenomenon is called metamerism. For example, ethoxyethane and 1-methoxy propane represent a pair of metamers.

    Pentan-2-one and pentan-3-one represent a pair of metamers.

    Tautomerism: It arises due to 1, 3-migration of a hydrogen atom from one polyvalent atom to the other within the same molecule. Isomers thus obtained which exist in dynamic equilibrium with each other are called tautomers and the phenomenon is called tautomerism.
    Out of several types of tautomerism, keto-enol tautomerism is the most important. In this isomerism, the tautomers differ from each other in the point of attachment of a hydrogen. For example, propanone exists as a tautomeric mixture of two forms, the keto form and the enol form, which differ in the point of attachment of a hydrogen.

    Question 117
    CBSEENCH11007481

    What do you mean by nomenclature of aliphatic hydrocarbons?

    Solution

    The commonly adopted systems for naming organic compounds are:
    (i) Common or Trivial system: In this system, the name of the organic compound is based on its origin/ history or some property. Though common names are short and easy to remember, yet a particular compound may be given a number of names. e.g. methyl alcohol is named wood-spirit because it is obtained by destructive distillation of wood.
    2. IUPAC system: This is the best system for naming the aliphatic organic compounds. To evolve a systematic method of nomenclature, the international group of chemists have several conferences and recommended the most definite set of organic nomenclature rules called International Union of Pure and Applied Chemistry rules (IUPAC rules). In the IUPAC system, name of organic compound consists of three parts:
    (i) Word root       (ii) Prefix            (iii) Suffix.

    Question 118
    CBSEENCH11007482

    Explain the following with suitable examples:
    (i) Word root   (ii) Prefix        (iii) Suffix

    Solution
    (i) Word root:The word root represents the number of the carbon atoms present in the chain. Depending upon the number of carbons in the longest chain, the compound is assigned a word root as:

    Chain length

    Word root

    Chain length

    Word root

    C1

    Meth

    C6

    Hex

    C2

    Eth

    C7

    Hept

    C3

    Prop

    C8

    Oct

    C4

    But

    C9

    Non

    C5

    Pent

    C10

    Dec

     

    (ii) Prefix. There are many groups (called substituents) which are not regarded as functional groups in the IUPAC names of a compound. These are called prefixes. These are put before the word root. Some of the prefixes are given below:

    (iii) Suffix: The word root is linked to suffix which may be primary followed by secondary.
    (a) Primary suffix: A primary suffix is added after the word root to indicate the nature of carhon-carhon bonds. These are piven below:

    Nature of bond

    Primary suffix

    General name

    C–C single bond

    –ane

    Alkane

    C = C double bond

    –ene

    Alkene

    C≡ C triple bond

    –yne

    Alkyne

    (b) Secondary suffix: A secondary suffix is added after the primary suffix to indicate the nature of the functional group. These are given below:

    Question 119
    CBSEENCH11007483

    How do you write the IUPAC name of a given organic compound?

    Solution
    A complete IUPAC name of an organic compound may be represented as:
    Prefix + Word root + Primary suffix + Secondary suffix
    For example, the complete IUPAC name of the compound


    (i) Prefix: Bromo
    (ii) Word root: Pent
    (iii) Primary suffix: yne
    (iv) Secondary suffix: oic acid
    ∴   Complete name of the compound is 4- Bromopent-2 yne-1-oic acid.
    Here 4, 2 and 1 represent the positions of prefix, primary suffix and of the secondary suffix in the carbon atom chain.

    Sponsor Area

    Question 120
    CBSEENCH11007484

    What are alkanes? What is their general formula? Write the IUPAC names and common names of members containing upto ten carbon atoms.

    Solution

    Alkanes or paraffin are saturated hydrocarbons having C–C and C–H bonds in their molecules. These are represented by the general formula CnH2n+2 where n may have value 1, 2, 3, 4......etc.
    There is hardly any difference between IUPAC and common names of the members except that prefix n-(normal or straight chain) is used for common names of alkanes with four or more carbon atoms present in straight chains. The common name of the compound is written in the bracket.
    When

    n = 1 CH4 Methane (Methane)
    n = 2 C2H6 Ethane (Ethane)
    n = 3 C3Hg Propane (Propane)
    n = 4 C4H10 Butane (n-Butane)
    n = 5 C5H12 Pentane (n-Pentane)
    n = 6 C6H14 Hexane (n-Hexane)
    n = 7 C7H16 Heptane (n-Heptane)
    n = 8 C8H18 Octane (n-Octane)
    n = 9 C9H20 Nonane (n-Nonane)
    n=10 C10H22 Decane (n-Decane)

    Question 121
    CBSEENCH11007485

    Name three hydrocarbons with no difference in the IUPAC and common name. 

    Solution
    Methane (CH4),  Ethane (C2H6),   Propane (C3H8).
    Question 122
    CBSEENCH11007486

    What is an alkyl group? Name the different alkyl groups which originate from:
    (i) Ethane                (ii) Propane
    (iii) n-Butane           (iv) Iso-butane.

    Solution
    Alkyl group: The elimination of a hydrogen atom attached to a particular carbon of an alkane leads to an alkyl group.
    stack straight C subscript straight n straight H subscript 2 straight n plus 1 end subscript with Alkane below space minus space straight H space rightwards arrow with negative straight H on top space stack space straight C subscript straight n straight H subscript 2 straight n plus 1 end subscript with Alkyl space group below
    The alkyl group is also represented as –R. The Alkyl groups originating from different alkanes are:
    (i) Ethane.
    stack stack CH subscript 3 with straight P on top with Ethane below space minus space stack CH subscript 3 with straight P on top space space rightwards arrow with negative straight H left parenthesis 1 degree right parenthesis on top space space stack CH subscript 3 space minus space CH subscript 2 space minus space with Ethyl space group below
    (ii) Propane. 

    (iii) n-Butane.


    (iv) Isobutane.

    Question 123
    CBSEENCH11007487

    Name the following groups:


    Solution

    Question 124
    CBSEENCH11007488

    What are alkenes? Give the IUPAC and common names of few members of alkenes. 

    Solution

    Alkenes are unsaturated hydrocrbons containing >C = C< bond in their molecules. These are represented by the general formula, straight C subscript straight n straight H subscript 2 straight n end subscript. Here n may  have the value 2, 3, 4....
    The IUPAC and common names of few important are:

    Question 125
    CBSEENCH11007489

    What are alkynes or acetylenes? Give the IUPAC and common names of few members of alkynes. 

    Solution

    Alkynes are unsaturated hydrocarbons containing  –C ≡ C– bond in their molecules. These are represented by the general formula Cn H2n-2. Here n may have the value 2,3,4....
    The IUPAC and common names of few important members are:

    Question 126
    CBSEENCH11007490

    Discuss briefly the IUPAC and common names of few important aliphatic organic families.

    Solution

    (i) Mono halogen derivatives: These are halogen derivatives of alkanes.
    General formula. CnH2n+1 – X or R–X where X is Cl, Br or 1.
    Examples:

    (ii) Polyhalogen derivatives:

    2. Alcohols or alkanols (suffix-ol)
    (i) Monohydric alcohols or alkanols.
    General formula CnH2n+1 – OH
    Functional group –OH

    (ii) Dihydric alcohols or Alkanediols (suffix-diol)
    General formula: CnH2n(OH)2
    Two–OH groups are linked to two different carbon atoms.

    iii) Trihydric alcohols or alkane triols (suffix – triol)
    General formula: CnH2n–1 (OH)3
    Three –OH groups are linked to three different carbon atoms.

    3. Ethers or alkoxy alkanes (prefi-alkoxy) General formula:

    4. Aldehydes or Alkanals (suffix-al).
    General formula CnH2n+1 – CHO or R–CHO
    Functional group –CHO

    Structure

    IUPAC name

    Common name

    HCHO

    Methanal

    Formaldehyde

    ch3cho

    Ethanal

    Acetaldehyde

    CH3CH2CHO

    Propanal

    Propionaldehyde

    CH3CH2CH2CHO

     

    Bulanal n-Butyraldehyde

     



    6. (i) Monocarboxylic acids or Alkanoic acids (suffix-oic acid).

    (ii) Dicarboxylic acid or Alkanedioic acid.
    General formula C2H2n (COOH)2

     7. Acyl halides or Alkanoyl halide (suffix – oyl chloride)
    General formula RCOCl;
    Functional group –COCl


    8. Acid amides or Alkanamides (suffix – amide).
    General formula RCONH2;
    Functional group –CONH2

    Structure

    IUPAC name

    Common name

    HCONH2

    Methanamide

    Formamide

    CH3CONH2

    Ethanamide

    Acetamide

    CH3CH2CONH2

    Proponamide

    Propionamide

    CH3CH2CH2CONH2

    Butanamide

    n-Butyramide

    9. Esters or AIkyI alkanoate (suffix-oate).
    General formula RCOOR or RCOOR'

    Structure

    IUPAC name

    Common name

    HCOOCH3

    Methyl methanoate

    Methyl formate

    HCOOC2H5

    Ethyl methanoate

    Ethyl formate

    CH3COOCH3

    Methyl ethanoate

    Methyl acetate

    CH3COOC2H5

    Ethyl ethanoate

    Ethyl acetate

     

    10. Acid anhydrides or Alkanoic anhydrides (suffix –oic anhydride). General formula

    11. Primary amines (1°) or Alkanamines (suffix amine).
    General formula R – NH2
    Functional group – NH2 (Amino group)
    The common name of an amine is always written as one word.

    12. Nitroalkanes or nitro paraffines.
    General formula R – NO2
    Functional group –NO2 (called nitro group)
    Nitro compounds are named under IUPAC system only.

    Question 134
    CBSEENCH11007498

    Describe briefly the rules for writing the IUPAC names of long chain hydrocarbons. 

    Solution
    The following rules are used for naming the branched chain alkanes:
    Rule 1. The largest possible straight chain of carbon atoms in the molecule is chosen. The molecule is then named as the derivative of this hydrocarbon.

    Rule 2. If two chains of equal lengths are possible, select the one with a large number of side chains.

    Named as hexane with one alkyl substituent (Wrong).
    Rule 3. Number the carbon atoms in the selected chain so that the functional group or substituent is given the lowest possible number. The number that indicates the position of the substituent or side chain is called locant. 

    Rule 4. Also if there are two or more than two substituents in the chain,  then numbering is done in such a manner that the sum of locants is lowest. This rule is also called lowest sum rule. 

    Rule 5. In the case of more than one identical alkyl substituents prefixes, di-, tri-, tetra etc are used to indicate whether there are two, three, four, etc. substituents.


    Rule 6. When two or more chains of different nature are present, each is denoted by a number, keeping in mind Rules NO. 2 and 3. These are named in alphabetical order. 


     Rule 7. In case two or more substituents of different nature are attached to the chain. These should be arranged alphabetically. While doing so prefixes di- and tri- are not considered. For example. 

    Rule 8. If two similar substituents lie at equal distances from the ends of the chain, then numbering should be done from either side e.g.

    Rule 9. If two similar substituents lie at equal distances from the ends of the chain, the chain is numbered from the end where there are more branches. e.g.,

    Rule 10. If two, unlike substituents, are at equal distances from the ends of the chain, then the numbering of the chain is done in such a way that the group which comes first in the alphabetical order (written first in the name) gets a lower number.

    Rule 11. In case the substituent on the parent chain is complex, it is named as a substituted alkyl group by numbering the carbon atom of this group attached to the parent chain as I. The name of such substituent is given in brackets in order to avoid confusion with the numbering of the parent chain.

    Rule 12. While writing the trivial names of the substituent in alphabetical order, the prefixes iso-and neo- are considered to be the part of the fundamental name of the alkyl group. The prefixes second tert- are not considered to be the part of the fundamental name.

    Prefix-sec is not considered as a part of name while-iso is considered.
    Rule 13. If there happen to be two chains of equal size, then that chain is to be selected which contains a number of the side chains. After selection of the chain, numbering is to be done from the end closer to the substituent.
    Question 136
    CBSEENCH11007500

    Name the following compounds according to IUPAC system of nomenclature:



    Solution

    (i) 4-Ethyl-3, 4-dimethyl heptane.
    (ii) 2,3 dimethyl 3 -propyl hexane.
    (iii) 4-(1, 1-dimethyl-ethyl) heptane.
    (iv) 2-ethyl 3,3 dimethyl heptane

    Question 137
    CBSEENCH11007501

    Describe the rules for naming compounds containing multiple bonds by IUPAC system of nomenclature.

    Solution

    In naming the compounds containing double or triple bonds, the following rules are followed:
    Rule 1. Select the longest continuous chain containing the carbon atoms carrying multiple bonds (double or triple). This gives the parent name of alkene or alkyne.

    Rule 2. Once the longest chain is selected, the carbon atoms of the chain are numbered as 1,2,3......from one end to the other keeping in mind that the carbon atoms involved in multiple bonds should get a lowest possible number. For example

    Rule 3. If the organic compound contains only one double bond or the triple bond, its locant on the positional number is always placed before its suffix, e.g.

    Rule 4. All the rules for naming side chains or substituents are then followed as in alkanes. e.g.

    Rule 5. If there are more than one double bond in the molecule, their positions are indicated separately and the prefix (word root) is followed by a diene, a triene etc. e.g.

    Rule 6. If there are more than one triple bond in the molecule, their positions are indicated separately and the prefix (word root) is followed by a diene, triene, etc. e.g.

    Rule 7. If both double and triple bonds are present, the numbering of the parent chain should always be done from that end which is nearer to the double or the triple bond (lowest sum for the multiple bonds must be followed).

    Rule 8. If the double bond and the triple bond are present at equal distances from the end of the chain, then double bond is always given the first preference over the triple bond in numbering, e.g.

    Question 138
    CBSEENCH11007502

    Write the IUPAC names of the following compounds:

    Solution

    (i) 2-Methylbuta-1, 3-diene.
    (ii) Hexa-1, 3-dien -5-yne.
    (iii) 4-methyl pent-2-yne.

    Question 139
    CBSEENCH11007503

    Structures and IUPAC names of some hydrocarbons are given below: Explain why the names given in the parentheses are incorrect:



    Solution

    (a) Sum of the locant = 2 + 5 + 6=13 Sum of the locant = 3 + 4 + 7= 14 Lowest locant number 2, 5, 6 is lower than 3, 4, 7

    (b) Substituents are in equivalent position, therefore lower number is given to the one that comes first in the name according to alphabetic order.

    Question 140
    CBSEENCH11007504
    Question 141
    CBSEENCH11007505
    Question 142
    CBSEENCH11007506

    Discuss the rules for IUPAC nomenclature of compounds containing one functional group, multiple bonds and substituents.

    Solution

    (A) Lowest number for the functional group. 
    Rule. 1. Select the longest continuous chain containing the carbon atom having the functional group. e.g.
     
    Rule 2. The numbering of atoms in the parent chain is done in such a way that the lowest number must be always given to the functional group e.g.

    Rule 3. All the rules for naming side chains as substituents are then followed as in the case of alkanes.

    Rule 4. When a chain containing functional groups such as –CHO, – COOH, –COOR, – CONH2, –COCl, –C ≡ N etc. is present it is always given number 1 and number l is usually omitted from the final name of the compound.


    Rule 5. If the organic compound contains a functional group, multiple bond, side chain or substituent, the following order of preference should be followed:
    Functional group > Double bond or Triple bond > Substituent/side chain, e.g.

    Rule 6. If the compound contains two or more like groups, the numerical prefixes di, tri, tetra etc. are used and the terminal ‘e’ from the primary suffix is retained.

    Question 143
    CBSEENCH11007507

    Discuss the rules for IUPAC nomenclature of compounds containing two or more functional groups. 

    Solution
    Rule 1. When an organic compound contains two or more different functional groups, one of the functional groups is selected from the principal functional group and all other groups are treated as substituents (also called secondary functional groups). The order of preference for selecting the principal functional group is:
    Carboxylic acids > Anhydrides > Esters > Acid chlorides > Acid amides > Nitriles > Aldehydes > Ketones > Alcohols > Amines > Ethers


    Rule 2. The principal chain present in polyfunctional compounds must be numbered in such a way that the principal functional group gets the lowest possible number followed by a double bond, triple bond and the substituents.
    Principal functional group > Double bond > Triple bond > Substituents.

    Rule 3. The prefixes for the secondary functional groups and other substituents should be placed in alphabetical order. If the groups of the same preference occupy identical positions from either end of the parent chain, the lower number must be given to the group whose prefix comes first in the alphabetical order.


    Rule 4. If an unbranched carbon chain is directly linked to more than two like functional groups, the organic compound is named as a derivative of the parent alkane which does not include the carbon atoms of the functional groups. 

    If however, all the three like groups are not directly linked to the unbranched carbon chain, the two like groups are included in the parent chain while the third which forms the side chain is considered as a substituent group. For example
    Question 145
    CBSEENCH11007509

    Write the IUPAC names of the compounds i-iv from their given structures.


    Solution

    (i) 6-Methyloctan-3-ol
    (ii) Hexane-2, 4-dione
    (iii) 5-Oxohexanoic acid
    (iv) Hexa-1, 3-dien-5-yne

    Question 146
    CBSEENCH11007510

    Give the IUPAC names of the following compounds:

    Solution

    (a) Propylbenzene.
    (b) 3-Methylpentanenitrile.
    (c) 2, 5-Dimethylheptane.
    (d) 3-Brome-3-chloroheptane.
    (e) 3-chloropropanal.
    (f) 2, 2-Dichloroethanol.

    Question 147
    CBSEENCH11007511
    Question 150
    CBSEENCH11007514
    Question 151
    CBSEENCH11007515

    Write the IUPAC names of the following compounds:

    Solution

    (i) Methyl propanoate
    (ii) Aminomethanamide
    (iii) 2-Hydroxyethanoic acid.

    Question 153
    CBSEENCH11007517
    Question 160
    CBSEENCH11007524

    Give both the IUPAC and common names and find the number of primary, secondary and tertiary carbon atoms in




    Solution

    Number of primary carbon atoms = three (1, 4, 5).
    Number of secondary carbons atoms = one (3)
    Number of tertiary carbon atoms = one (2).
    Question 162
    CBSEENCH11007526

    Derive the structure of 2-chlorohexane.

    Solution
    2-Chlorohexane.

    Question 163
    CBSEENCH11007527

    Derive the structure of Pent-4-en-2-ol.

    Solution

    Pent-4-en-2-ol

    Question 164
    CBSEENCH11007528
    Question 165
    CBSEENCH11007529
    Question 166
    CBSEENCH11007530
    Question 167
    CBSEENCH11007531

    Discuss the rules for naming alicyclic compounds.

    Solution

    Rule 1. The name of alicyclic compounds is obtained by prefixing cyclo to the name of the corresponding straight-chain hydrocarbon (alkane, alkene or alkyne).

    Rule 2. If one alkyl group is present, the same rules are applied as discussed earlier. For example.

    Rule 3. If two or more alkyl groups or other substituent groups are present in the ring, their positions are indicated as 1,2, 3...... etc. While numbering the carbon atoms of the ring, the substituent which comes first in the alphabetical order is given the lowest number provided it does not violate the lowest sum rule. For example,
    the order is given the lowest number provided it does not violate the lowest sum rule. For example,

    Rule 4. If the ring contains more equal number of carbon atom as the alkyl group attached to it, the compound is named as a derivative of cycloalkane and the alkyl group is treated as the substituent eroup. For example.

    Rule 5. If the ring contains less number of carbon atoms as the alkyl group attached to it, the compound is named as a derivative of alkane and the cycloalky! group is taken as the substituent group.

    Rule 6. If some functional group is present in the ring, it is named as

    Rule 7. If the side chain contains a multiple bond or a functional group, the alicycli ring is treated as the substituent irrespective of the size of the ring. For example, 

    Rule 8. If a multiple (double or tiple) bond and some other substituents are present in the ring, the numbering is done in such a way that the multiple bond gets the lowest number. For example. 

    Rule 9. If some functional group along with other substituent groups is present in the ring,  it is indicated by some appropriate prefix or suffix and its position is indicated by numbering the carbon atom of the ring in such a way that the functional group gets the lowest number. 

    Question 168
    CBSEENCH11007532

    Give the IUPAC names of the following:

    Solution

    2 - Chlorocyclohoexanol             4 - Nitrocyclohexanal
    (iii)
    Question 169
    CBSEENCH11007533

    Discuss short and convenient method (bond line notations) of representing organic molecules ?

    Solution

    In these notations, the bonds are represented  by lines and carbon atoms by line ends and intersections. For example. 
    (i) n-Hexane may be represented as:

    (ii) 2-Methylbuta-1, 3-diene may be represented as:

    (iii) Hexa -1, 3, 5-triene may be represented as:

    Question 170
    CBSEENCH11007534

    Give the IUPAC names of the following compounds:

    Solution

    i)Propene
    ii) But-1-ene
    iii) But-2-ene
    iv) Buta-1,3-diene
    v) 2-methylprop-1-ene
    vi) 3-methylprop1-ene
    vii) 3-methylbut-1-ene



    Question 171
    CBSEENCH11007535

    Give the IUPAC names of the following compounds:
    Cl subscript 2 CHCH subscript 2 OH

    Solution

    1,1 dichloro- 2- ethanol

    Question 172
    CBSEENCH11007536
    Question 173
    CBSEENCH11007537
    Question 174
    CBSEENCH11007538
    Question 175
    CBSEENCH11007539
    Question 176
    CBSEENCH11007540
    Question 177
    CBSEENCH11007541
    Question 178
    CBSEENCH11007542

    Discuss the nomenclature of simple aromatic compounds.

    Solution

    Aromatic compounds contain one or more isolated or fused benzene rings. Aromatic compound consists of two parts:
    (i) nucleus     (ii) side chain

    (i) Nuclear substituted compounds are those in which the functional group is directly attached to the benzene ring. In the IUPAC system, they are named as derivatives of benzene. The position of the substituents in disubstituted benzene are indicated as 1,2; 1, 3 and 1, 4. These are respectively called ortho (or o-), meta (or m–) and para (or p-).
    (ii) Side chain substituted compounds are those in which the functional group is present in the side chain of the benzene ring. Both in the common and IUPAC system, these are usually named as phenyl derivatives of the corresponding aliphatic compounds (except arenes which are named as derivatives of benzene in the IUPAC system). The position of the substituents on the side chain including the benzene ring are indicated as α, β, γ....in the common system and I, 2, 3 etc. in the IUPAC system.
    1. Aromatic hydrocarbons (Arenes). Hydrocarbons which contain both aliphatic and aromatic units are called arenes.

    2. one or more hydrogen atoms of the aromatic hydrocarbon molecules are known as aryl radicals or aryl groups.



    Question 179
    CBSEENCH11007543

    Identify the functional groups in the following compounds:

    Solution
    Aldehydic (–CHO), methoxy (– OMe), phenolic (–OH).
    Question 180
    CBSEENCH11007544

    Identify the functional groups in the following compound:

    Solution
    Amino (–NH2), ketone =O, diethylamine (C2H5)2N.
    Question 181
    CBSEENCH11007545

    Identify the functional groups in the following compound:




    Solution
    Ethylenic double bond (–CH = CH –), nitro (–NO2)
    Question 182
    CBSEENCH11007546

    Write the IUPAC names of the following compounds:

    Solution

    (a) 1, 1 1-Trichloro-2, 2-diphenylethane.
    (b) Phenyl 2-methyl propanoate.
    (c) 2, 4-Dinitrobenzenamine.

    Question 183
    CBSEENCH11007547

    What do you understand by:
    (i) Homolytic fission
    (ii) Heterolytic fission?

    Solution
    (i) Homolytic fission or Homolysis. If a covalent bond breaks in such a way that each atom takes away one electron of the shared pair, it is called hemolytic or symmetrical fission.

    Homolytic fission leads to the formation of highly reactive neutral species (A. and B.) containing odd or unpaired electrons which are known as free radicals.
    This type of fission usually occurs in non-polar bonds and is favoured by:
    (i) high temperature
    (ii) ultraviolet  (UV) radiations and
    (iii) Heterolytic fission. If a covalent bond breaks in such a way that both the electrons of the covalent bond are taken away by one of the  bonded atoms, it is called heterolytic or unsymmetrical fission.

    Heterolytic fission leads to the formation of charged or ionic species, one having a positive charge called cation and other having a negative charge called anion. It usually occurs in polar covalent bonds and is favoured by polar solvents.
    Question 184
    CBSEENCH11007548

    Explain the terms:
    (i) Electrophiles
    (ii) Nucleophiles

    Or

    What are electrophiles and nucleophiles? Explain with examples.

    Solution
    (i) Electrophiles (Electrophilic reagents): Electrophiles are electron loving chemical species having an atom which is deficient in electrons. There are two types of electrophiles:
    (a) Positively charged ions or positive electrophiles: These are deficient in electrons and carry a positive charge. For example H+ (hydrogen ion) H3O+(hydronium ion), NO subscript 2 superscript plus (Nitronium ion),
    Br to the power of plus left parenthesis Bromonium space ion right parenthesis comma space

    (b) Neutral electrophiles. These are electrophilic reagents in which the electron deficient atom does not carry any charge. For example AlCl3, FeCl3, BF3, SnCl4. Carbenes also act as electrophiles because the carbon in them has only six electrons. 
    Since both positively charged and neutral electrophiles are short by a pair of electrons, they have strong tendency to attract electrons from other sources and hence behave a Lewis acids.
     
    Electrophiles always attack the substrate molecule at the point of high electron density.
    (ii) Nucleophiles (or Nucleophilic reagents):  Nucleophiles are nucleus loving chemical species containing an atom having an unshared or lone pair of electrons. Nucleophiles are two types:
    (a) Negatively charged ions or Negative nucleophiles: These have an excess electron pair and carry a negative charge. For example OH-J (hydroxyl ion), X- (halide ion), RO-(alkoxide ion), CN-(cyanide ion) and carbanions. 
    (b) Neutral nucleophiles: These are nucleophilic reagents which contain atoms with lone pairs of electrons but do not carry any charge. For example, (water),  (ammonia)  (ethers) etc.
    Since both negatively charged and neutral nucleophiles contain at least one unshared pair of electrons, they have strong tendency to donate this pair of electrons to electron deficient species and hence behave as Lewis bases.
    Question 186
    CBSEENCH11007550

    Giving justification, categorise the following molecules/ions as nucleophile or electrophile:

    HS to the power of minus comma space BF subscript 3 comma space straight C subscript 2 straight H subscript 5 straight O to the power of minus comma space left parenthesis CH subscript 3 right parenthesis subscript 3 space straight N semicolon space space CI to the power of circled dash comma space
space space space space space CH subscript 3 space minus space straight C with plus on top space equals space straight O semicolon space space space straight H subscript 2 straight N with bar on top semicolon comma space NO subscript 2 superscript plus.


    Solution

    Nucleophile:
       space space HS to the power of minus comma space space straight C subscript 2 straight H subscript 5 straight O to the power of minus comma space space left parenthesis CH subscript 3 right parenthesis subscript 3 straight N semicolon space space straight H subscript 2 straight N with bar on top colon space Cl to the power of minus
    These have a unshared pair of electrons which can be donated and shared with an electrophile.
    Electrophiles:  space space space BF subscript 3 comma space space CH subscript 3 minus space straight C with plus on top space equals space straight O comma space space space straight N with plus on top straight O subscript 2
    Positive sites have only six valence electrons, can accept pair from a nucleophile.

    Question 187
    CBSEENCH11007551

    Identify the electrophilic centre in the following:
    CH3CH = O, CH3CN, CH3I

    Solution
    The starred carbon atoms are electrophilic centres as they will have a partial positive charge due to the polarity of the bond.

    Question 188
    CBSEENCH11007552

    Identify the reagents shown in bold in the following equations as nucleophiles or electrophiles:
    CH subscript 3 COOH space plus space HO to the power of minus space space rightwards arrow space space CH subscript 3 COO to the power of minus space plus space straight H subscript 2 straight O

    Solution

    Electrophiles are electron-deficient species and can receive an electron pair. On the other hand, nucleophiles are electron-rich species and can donate their electrons.
    Here, HO- acts as a nucleophile as it is an electron-rich species, i.e., it is a nucleus seeking species.

    Question 190
    CBSEENCH11007554
    Question 191
    CBSEENCH11007555

    Explain the term inductive effect. 

    Solution

    Whenever an electron - withdrawing atom such as halogen i.e.  - X(or a group such as nitro) is attached to the end of a carbon atom, the σ; electrons of the C – X bond are displaced towards the more electronegative halogen atom. As a result, the atom X acquires a partial negative charge (δ–). C1 on the other hand acquires a partial positive charge (δ+). The C1 –X bond thus becomes a polar bond.
    straight delta apostrophe apostrophe apostrophe space plus space straight delta apostrophe apostrophe space plus space straight delta apostrophe space plus space straight delta space plus space straight delta minus
straight C subscript 4 space minus space straight C subscript 3 space minus space straight C subscript 2 space minus space straight C subscript 1 space rightwards harpoon with barb upwards space straight X
    The partial positive charge on C1, in turn, attracts, the σ;-electrons, of the C1 – C2 bond towards it. As a result, C2 acquires a partial positive charge (i.e. δ'+ ), of course, smaller than that of C1. Similarly, C3 will acquire a small positive charge (δ"+ ) that will still be smaller than that on C2. Thus, positive charge (δ"+ ) that will still be smaller than that on C2. Thus, positive charge (δ"+ ) that will still be smaller than that on C2
    straight delta to the power of plus space greater than space straight delta apostrophe space plus space greater than space straight delta apostrophe apostrophe plus
    This permanent displacement of electrons along the chain of carbon atoms due to the presence of an atom or group of different electronegativity at the end of the carbon atom is called inductive effect or I-effect. It is represented by an arrow as shown below:
    negative straight C subscript 4 minus straight C subscript 3 minus straight C subscript 2 minus straight C subscript 1 minus straight X
    The atom X exerts an inductive effect only up to a certain length of the chain depending upon its electronegativity. Beyond that, the effect disappears. For practical purposes, it is ignored after the third atom.

    The inductive effect is also called transmission effect (T-effect) because the polarity is transmitted along the carbon atom chain.
    Types of Inductive effect. It is of two types:
    (i) - I effect (Electron withdrawing inductive effect). If the substituent attached to the end of the carbon chain is electron withdrawing, the effect is called - I effect. For example,
    straight delta apostrophe apostrophe space plus space straight delta apostrophe space plus space straight delta space plus space straight delta minus
minus straight C minus straight C minus straight C minus straight X left parenthesis negative straight I space effect right parenthesis
    The decreasing order of -I effect of some common groups is as follows:
    negative NO subscript 2 greater than negative SO subscript 3 straight H greater than negative CN greater than negative COOH greater than negative straight F greater than Cl
greater than negative Br space greater than space minus space straight I thin space greater than space minus space OC subscript 6 straight H subscript 5 space greater than space minus COOR greater than space minus space OR greater than
minus OH greater than space minus space straight C subscript 6 straight H subscript 6 greater than space minus space straight H
    (ii) + I effect (Electron releasing inductive effect). If the substituent attached to the end of the carbon chain is electron donating, the effect is called +I effect. For example. 
    straight delta apostrophe space minus space straight delta apostrophe space space space space straight delta apostrophe
straight C space minus space straight C space minus space straight C space minus space CH subscript 3 space left parenthesis plus straight I space effect right parenthesis
    The decreasing order of some groups having +I effect is as follows:
    left parenthesis CH subscript 3 right parenthesis subscript 3 straight C space minus space greater than left parenthesis CH subscript 3 right parenthesis subscript 2 space CH space minus space greater than space CH subscript 3 space minus space CH subscript 2 space minus space CH subscript 2 space minus space
space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space minus greater than CH subscript 3 space minus space CH subscript 2 space minus greater than negative CH subscript 3 greater than negative straight H


    Question 192
    CBSEENCH11007556

    Between formic acid and acetic acid which is stronger acid and why?

    Solution

    The Formic acid is more acidic than acetic acid. 

    This is because the methyl group is an electron releasing group (+I effect). It displaces the electrons towards the carbon chain. As a result,  electron density on the oxygen atom of O-H bond increases. Therefore, the release of H+ ion become difficult, so acidic character decreases.

    Question 193
    CBSEENCH11007557

    With the help of inductive effect, show that monochloroacetic acid is stronger acid than acetic acid.

    Solution

    This is because chlorine is an electron withdrawing group (-I effect). It withdraws electrons from the carbon chain towards itself. As a result, electron density on the oxygen atoms of O- H bond decreases. This helps in the release of H+ ions and hence acid strength increases. On the other hand, in the case of acetic acid, a methyl group is an electron releasing group (+ I effect). It displaces the electron towards the carbon chain. As a result, electron density on the oxygen atom of O – H bond increases. Therefore, the release of H+ ions become difficult, so acidic character decreases. Hence chloroacetic acid is a stronger acid than acetic acid.
    Question 194
    CBSEENCH11007558

    Which bond is more polar in the following pairs of molecules:

    (i) H3C – H, H3C – Br

    (ii) H3C – NH2, H3C – OH

    (iii) H3C – OH, H3C – SH

    Solution

    (i) C – Br bond is more polar because Br is more electronegative than H.
    (ii) C – O bond is more polar because O is more electronegative than N.
    (iii) C – O bond is more polar because O is more electronegative than S.

    Question 195
    CBSEENCH11007559

    In which C-C bond of CH3CH2CH2Br, the inductive effect is expected to be the least? 

    Solution
    straight C with 3 on top straight H subscript 3 space minus space straight C with 2 on top straight H subscript 2 space minus space straight C with 1 on top straight H subscript 2 space minus space Br space minus space straight I space effect
    The inductive effect is least in C2 – C3 bond because the magnitude of inductive effect decreases as the number of intervening bonds increases. 
    Question 196
    CBSEENCH11007560

    Explain the terms Inductive and Electromeric effects. Which electron displacement effect explains the following correct orders of acidity of the carboxylic acids?

    Or

    How will you explain the following correct orders of acidity of the carboxylic acids?

    left parenthesis straight a right parenthesis space Cl subscript 3 CCOOH space greater than space Cl subscript 2 CHCOOH space greater than space ClCH subscript 2 COOH
left parenthesis straight b right parenthesis space CH subscript 3 CH subscript 2 COOH greater than space left parenthesis CH subscript 3 right parenthesis subscript 2 space CHCOOH space greater than space space left parenthesis CH subscript 3 right parenthesis subscript 3 straight C. space COOH

    Solution

    (i) The above order can be explained by - I effect of chlorine atoms. 

    As the number of halogen atoms decreases, the overall-I effect decreases and the acid strength decreases accordingly. 
    (ii) The above order can be explained by + I effect of the methyl group.
    As the number of halogen atoms decreases, the overall-I effect decreases and the acid strength decreases accordingly.
    (iii) The above order can be explained by +I effect of the methyl group.

    As the number of alkyl groups increases, the +I effect increases and the acid strength decreases accordingly.

    Question 197
    CBSEENCH11007561

    Which of the two: O2NCH2CH2O or CH3CH2O is expected to be more stable and why ?

    Solution
    O2NCH2CH2O is more stable because –NO2 group with –I effect disperses the negative charge on the anion. On the other hand, CH3CH2– group with +I effect increases the magnitude of the negative charge on the anion and thus destabilises it.

    Question 198
    CBSEENCH11007562

    Explain the term electromeric effect. 

    Solution
    It is a temporary phenomenon which operates during some reactions involving molecules containing double or triple bonds. It involves an instantaneous and complete transfer of a shared pair of electrons of the multiple bonds to one of the bonded atoms under the influence of the attacking reagent. It is usually denoted as E.

    The effect is indicated with a curved show  which shows the direction of transference of electrons. The atom which receives the electron pair gets negatively charged while the other atoms get positively charged.
    The electromeric effect operates as long as the attacking reagent is present. As soon as the attacking reagent is removed, the electromeric effect vanishes i.e. straight pi semicolon electron pair comes back to its original position forming multiple bonds again. 
    Examples in which electromeric effect operates:
    (a) In the case of ethylene.
     
    (b) In the case of propylene, the electron transfer is governed by the +effect of the methyl group.

    Types of electromeric effect. It is of two types:
    (i) + E effect. If the π; electrons are transferred to that atom of the multiple bonds to which the attacking reagent gets finally attached, the effect is called +E effect. For example,
    (a) The addition of a proton to ethene.

    (b) The addition of a proton to propene.

    (ii) -E effect: If the p-electrons are transferred to an atom of the multiple bonds other than to which the attacking reagent gets attached, the effect is called -E effect. For example,



    Question 199
    CBSEENCH11007563

    Give a brief account of resonance effect or mesomeric effect.

    Solution

    It is a process of permanent displacement of electrons from one part of the conjugated straight pi semicolon minus system to the other reacting centres of low and high electrons density due to the phenomenon of resonance and is called effect (R-effect) or mesomeric effect (M-effect). The resonance effect is transmitted through straight pi semicolon-electrons and operates in unsaturated system particularly those containing conjugated systems. For this reason, it is also called conjugative effect. Mesomeric effect operates:
    (i) Through conjugative mechanism of electron displacement such as

    (ii) When any atom contains a lone pair of electrons and the system is conjugated.

    Types of resonance or mesomeric effect. The resonance effect (R) or mesomeric effect (M) are two types:
    (i) Groups having electron withdrawing resonance effect. Groups such as 
    negative NO subscript 2 space greater than space straight C space equals space straight O comma space minus straight C space identical to space space straight N comma space space minus COOH etc tend to withdraw the electrons from the multiple bonds through resonance and are said to have -R or -M effect. For example,

    (ii) Groups having electron-releasing resonance effect. Groups such as

    etc. which can release electrons through resonance are said to have +R or +M effect. For example. 

    Question 200
    CBSEENCH11007564

    What is resonance? On its basis, explain the stability of benzyl carbocation.

    Solution

    Resonance may be defined as a phenomenon in which a single compound is supposed to be existing as a hybrid of two or more structures differing in the distribution of electrons and not of atoms. These different structures of a molecule are known as contributing structures or resonating structures or canonical forms. No one of the contributing structure truly represents the molecule, but each one of them contributes to the final i.e. actual structure is intermediate between all the contributing structures. Resonance effect is a process of permanent displacement of electrons in a molecule brought about by resonance. Resonance effect is transmitted through straight pi;-electrons and operates in unsaturated systems particularly those containing a suitable atom or group in conjugation with the unsaturated system. The stability of benzyl carbocation can be explained by a resonance effect. Benzyl carbocation is a resonance hybrid of the following contributing structures:

    Question 201
    CBSEENCH11007565

    Describe the main characteristic features of resonance.

    Solution

    The main characteristic features of resonance are:
    (i) Resonance involves only the displacement of electrons over the same atomic nuclei.
    (ii) Resonance occurs only when all the atoms lie in the same plane.
    (iii) The resonating structures must have the same number of paired and unpaired electrons.
    (iv) The energies of various resonating structures should be nearly the same.
    (v) A more stable contributing form has a greater percentage representation towards the actual molecule.

    Question 202
    CBSEENCH11007566

    Write resonance structures of CH3COO and show the movement of electrons by curved arrows.

    Solution

    Write the structure and put unshared pairs of valence electrons on appropriate atoms. Then draw the arrows to indicate the movement of electrons. 

    Question 203
    CBSEENCH11007567

    Write resonance structure of C6H5NH2 and show the movement of electrons by curved arrows.

    Solution
    Write the structure and put unshared pairs of valence electrons on appropriate atoms. Then draw the arrows to indicate the movement of electrons.

    Question 204
    CBSEENCH11007568

    Which of the following pairs of structures do not constitute resonance structures?

    Solution

    The following pairs of structures do not constitute resonance structure: (a),   (b)   and (d).

    Question 205
    CBSEENCH11007569

    Draw the resonance structures for the following compounds. Show the electron shift using curved arrow notation:
    straight C subscript 6 straight H subscript 5 OH space left parenthesis Phenol right parenthesis

    Solution

    Write the structures and put unshared pairs of valence electrons on appropriate atoms. Then draw the arrows to indicate the movement of electrons. 
     C6H5OH (Phenol):

    Question 208
    CBSEENCH11007572

    Draw the resonance structures for the following compounds. Show the electron shift using curved arrow notation:

    straight C subscript 6 straight H subscript 5 minus CHO



    Solution
    Write the structure and put unshared pairs of valence electrons on appropriate atoms. Then draw the arrows to indicate the movement of electrons.
    C6H5-CHO.

    Question 209
    CBSEENCH11007573
    Question 210
    CBSEENCH11007574
    Question 211
    CBSEENCH11007575

    Write resonance structures of CH= CH–CHO, indicate relative stability of the contributing structures.

    Solution
    The resonance structures of CH2 = CH – CHO can be written as:

    Structure 1 is the most stable because each carbon and oxygen atom has an octet and no carbon or oxygen atom has a charge.
    In structure II, the negative charge on the more electronegative atom and a positive charge on the more electropositive atom.
    Structure III is least stable because more electronegative oxygen has a positive charge and electropositive carbon has a negative charge.

    Question 212
    CBSEENCH11007576

    Give reasons why the following two structures I and II cannot be the major contributors to the real structure of CH3COOCH3:



    Solution

    The two structures are less important contributors as they contain charge separation. Also, the structure I contain a carbon atom with an incomplete octet.

    Question 213
    CBSEENCH11007577

    Explain hyperconjugation effect or no-bond resonance.

    Solution

    This effect is also called anchimeric effect or Balker Nathan effect. 
    This effect is explained on the basis of:
    (i) molecular orbital concept and
    (ii) resonance effect.
    (iii) Explanation of the molecular orbital concept. Hyperconjugation is the derealization of the electrons brought about by the sideway overlapping of the p-orbitals of the double bond and σ; orbital of the C – H bond of the alkyl group pz electrons of the double bond and (sp3 – s) σ;-orbital of C – H bond. For example, let us consider the delocalisation of electrons in the alkene   where represents an alkyl group. The delocalisation may be shown as:
     
    Thus electron pair forming C – H bond of the straight alpha-carbon not only binds these atoms (C and H) together but also binds the two carbon atoms of the double bond to some extent. Similarly, the electron pair forming the straight pi;-bond not only binds these doubly bonded carbon atoms together but also binds the carbon and hydrogen atoms to some extent. In other words, delocalisation helps in bonding together all the four atoms to some extent i.e. there are four electrons delocalised over four nuclei (C1 C2, C3 and H).
    (ii) Explanation of resonance effect. According to this concept, if an alkyl group carrying at least one hydrogen is attached to an unsaturated carbon atom, it releases the electrons of C–H bond towards the multiple bonds. For example, propylene can be considered to be resonance hybrid of the following four structures:

    Structures I, II and III are hyperconjugation structures. Since there is no bond between carbon and hydrogen atom in these structures, hyperconjugation is also called no-bond resonance. Therefore, more the number of such straight alpha-hydrogen atoms, more are the number of hyperconjugation structures and hence greater is the inductive effect. The number of hydrogen atoms is three with the methyl group, two with the ethyl group, one with the isopropyl group and none with the tertbutyl group. Thus, the order of hyperconjugation effect decreases in the order:
    CH3 – > CH3CH2 – > (CH3)2CH – > (CH3)3C –

    Question 214
    CBSEENCH11007578

    Explain why alkyl groups act as electron donors when attached to a straight pi semicolon minus system.

    Solution

    Alkyl group has no lone pair of electrons but it acts as an electron donor when attached to a straight pi semicolon- electron system because of hyperconjugation. Carbon is slightly more electronegative than hydrogen. Thus, the carbon atom in an alkyl group has higher electron density around it as compared with an H atom. As a result, alkyl group are able to donate electrons inductively when attached to a pi system. Let us illustrate this by taking an example of propylene. The various resonating structures are as follows:


    Question 215
    CBSEENCH11007579

    What are carbocations? Discuss the relative stabilities of primary, secondary and tertiary carbocations.

    Solution
    A group of atoms having positively charged carbon atom, which has six electrons in the valence shell is called carbocation. For example straight C with plus on top straight H subscript 3 space and space CH subscript 3 space minus space straight C with plus on top straight H subscript 2 are two simple carbocations known as methyl cation and ethyl cations respectively? Carbocations are very short-lived and highly reactive species. Among primary  (1°), secondary (2°) and tertiary (3°) carbocations, 3° is most stable.

    The above stability order can be explained by:
    (i) Inductive effect
    (ii) Hyperconjugation effet.

    (i) Inductive effect: Alkyl groups have +I effect. In the carbocation, the alkyl group releases electrons to the positive carbon and thus reduces its charge and in turn itself becomes somewhat positive. Greater the dispersal of charge, greater will be the stability of carbocation. Thus, tertiary carbocations with three alkyl groups are more stable than secondary (with two alkyl groups) which in turn is more stable than primary (with one alkyl group). The methyl carbonium ion is least stable as it has no alkyl group.
    (ii) Hyperconjugative effect. Greater the hyper conjugative structures, greater will be the stability of the ion.


    Since tertiary butyl carbocation has maximum (10) number of canonical forms, so it is most stable. 
    The order of stability is 3 degree thin space greater than 2 degree space greater than space 1 degree greater than straight C with plus on top straight H subscript 3

    Question 216
    CBSEENCH11007580

    Give two methods for the generation of carbocation. Describe its structure. 

    Solution

    (i) Direct ionisation: The carbon-halogen bond (C-X) in many organic halides generates carbocations in the presence of a highly polar medium.

    (ii) Protonation of alkene:

    The structure of carbocation: The positively charged carbon of the carbocation is sp2 state of hybridisation. The three sp2 hybridised orbitals which lie in the same plane are involved in the formation of three bonds with other atoms. The unhybridised p-orbital remains vacant. Thus, the carbocation has a flat structure. 

    The bond angle around the positively charged carbon is nearly 120° each.

    Question 217
    CBSEENCH11007581

    What are carbanions? How are these generated? Discuss the relative stabilities of primary, secondary and tertiary carbanions.

    Solution

    Carbanions: Carbanions may be defined as negatively charged ions, in which carbon is having a negative charge and it has eight electrons in the valence shell. For example,

    Carbanions are very short-lived and highly reactive species. 
    Generation of carbanion: These are mostly generated in the presence of a base by heterolytic cleavage. 

    Stability of carbanions. Amongst primary (1°) secondary (2°) and tertiary (3°) carbanions, 1° is the most stable.

    The above stability order can be explained by inductive effect. Alkyl group has +I effect. Thus electron releasing group intensifies the negative charge on the carbon atom and destabilises the carbanion. In 3° carbanion due to the presence of three alkyl groups with +I effect, a negative charge is intensified on the carbon atoms and the carbanion gets destabilised. So this is the least stable carbanion. Hence primary carbanion with one alkyl group is, therefore, more stable than secondary (with two alkyl groups) which in turn is more stable than tertiary (with three alkyl groups). In methyl carbanion, H has not any appreciable inductive effect, so it is most stable.

    Question 218
    CBSEENCH11007582

    Why carbanions are very negative? Discuss the structure of carbanion.

    Solution
    Their reactivity is due to the fact that the negatively charged carbon in them has got a lone pair of electrons. It has a strong tendency to donate this pair to some electron deficient species.
    Therefore, carbanion possesses one unshared pair of electrons and three pairs of covalent bonding electrons around the central carbon atom having a negative charge. Thus carbon is sp3 hybridised and shape of the simple carbanion appears to be pyramidal. Due to the presence of nonbonding electrons pair, the bond angle is reduced to a value slightly lesser than the tetrahedral value of 109.5°.

    Question 219
    CBSEENCH11007583

    What are free radicals? How are these formed? Discuss the structure of free radicals.

    Solution
    These are such chemical species which have an odd electron or unpaired electron. They have no change are paramagnetic in nature. They are extremely reactive in nature. For example. 
    CH3                                C2H5                            C3H7
    Methyl free radical           Ethyl free radical          Propyl free radical
    Formation of free radicals:  These are generally formed by the homolytic cleavage of molecules in reactions taking place in the gas phase or in nonpolar solvents.




    Structure of free radicals: The exact structure of free radicals is not known. But one thing is sure that in methyl free radical, carbon atom is sphybridised. The three coplanar hybrid orbitals are involved in the formation of three single bonds with other atoms. The unhybridised p orbital which lies in the plane at right angle to the plane of hybrid orbitals carries the odd electron. The bond angle around the carbon carrying the odd electron is nearly 120° each.

    Thus alkyl free radicals such as methyl radicals are planar. 
    Question 220
    CBSEENCH11007584

    With the help of hyperconjugation effect, explain which of the following free radicals is the most stable:

    bold C with bold asterisk times on top bold H subscript bold 3 bold space bold comma bold space bold left parenthesis bold CH subscript bold 3 bold right parenthesis subscript bold 2 bold C with bold asterisk times on top bold H bold space bold comma bold CH subscript bold 3 bold C with bold asterisk times on top bold H subscript bold 2 bold comma bold C with bold asterisk times on top bold left parenthesis bold CH subscript bold 3 bold right parenthesis subscript bold 3

    Solution

    The order of the relative stabilities of different alkyl free radicals are:

    There is no scope of any hyperconjugation in methyl free radical. But ethyl free radical is regarded as resonance hybrid of the following four structures:

    Therefore, ethyl free radical is more stable than the methyl free radical. In the case of isopropyl free radical, there are six contributing structures in addition to the normal structure.

    Similarly, nine contributing structures are possible for the tertiary butyl free radical in addition to its normal structure. Therefore, it is still more stable and thus, the order of the relative stabilities of the different alkyl free radicals can be justified.

    Question 221
    CBSEENCH11007585

    Give the hybridisation state of each carbon in the following species:
    left parenthesis straight i right parenthesis space CH subscript 3 space minus space straight C with bar on top straight H subscript 2 space space space space space space left parenthesis ii right parenthesis space CH subscript 3 space minus space straight C with plus on top straight H subscript 2 space space space space left parenthesis iii right parenthesis space CH subscript 3 CH subscript 2

    Solution

    The hybridisation of the given compound :
    left parenthesis straight i right parenthesis space sp cubed comma space space sp cubed space space space space space left parenthesis ii right parenthesis space sp cubed comma space sp squared space space space space left parenthesis iii right parenthesis space sp cubed comma space sp squared

    Question 226
    CBSEENCH11007590
    Question 228
    CBSEENCH11007592

    What is the relationship between the members of following pairs of structures? Are they structural or geometrical isomers or resonance contributors?




    Solution

    Resonance contributors because they differ in the position of electrons but not atoms.

    Question 229
    CBSEENCH11007593

    What do you understand by:
    (i) Substitution reactions
    (ii) Addition reactions?

    Solution
    (i) Substitution reactions. In a substitution reaction, a group or radical attached to a carbon atom is removed and another one enters in its place; no change in the degree of unsaturation or structure of the substance occurs.
    The product is called substitution product. For example. 
    CH subscript 3 space plus space straight I space rightwards arrow space space space plus KOH left parenthesis aq right parenthesis space rightwards arrow space CH subscript 3 OH space plus space Kl
    The substitution reactions are further classified into three types depending upon the nature of the attacking reagent. 
    (a) Electrophilic substitution reaction (Sreactions):
    In these reactions, the attacking reagent is an electrophile. For example,

    (b) Nucleophilic substitution reactions (SN reactions)
    Substitution reactions which are brought about by nucleophiles are called nucleophilic substitution reactions.

    (c) Free radical substitution reactions. Substitution reactions brought about by free radicals are called free radical substitution reactions. Such reactions are carried either at high temperature or in the presence of ultraviolet light. For example, chlorination of methane to form chloromethane consists of the following three fundamental steps:
    (a) Initiation:

    (ii) Addition reactions. Reactions which involve combination between two reacting molecules to yield a single molecule of the product are called addition reactions. This addition occurs at the carbon atoms joined by a double or triple bond, leading to change in the degree of unsaturation of the molecule and the molecule becomes nearly saturated.

    Addition reactions are of three types depending upon the nature of attacking reagent. 
    (a) Electrophilic addition reactions. Addition reactions brought about by electrophiles are called electrophilic addition reactions. For example the addition of bromine or HBr to ethylene. 

    (b) Nucleophilic addition reactions. Addition reactions brought about by nucleophiles are called nucleophilic addition reactions. For example, the addition of HCN to aldehydes.

    (c) Free radical addition reactions. Addition reactions brought about by free radicals are called free radical addition reactions. For example, the addition of HBr to alkenes in the presence of peroxides.

    This reaction takes place as follows:
    Initiation:

    CH subscript 3 space minus space CH space minus space CH subscript 2 space plus space Br space space rightwards arrow with Slow on top space space stack CH subscript 3 space minus CH space minus space CH subscript 2 Br with stack Isopropyl space free space radical with left parenthesis 2 degree right parenthesis below below
CH subscript 3 space minus space CH space minus space CH subscript 2 Br space plus space straight H minus space Br space rightwards arrow with Fast on top space
space space space space space space space space space space space space space space space space space space space space space space space space space space space CH subscript 3 space stack negative space CH subscript 2 space minus space CH subscript 2 Br space plus space Br with straight n minus propyl space bromide below
    Termination colon
space space space space space space Br space plus space Br space space rightwards arrow space space Br space minus space Br



    Question 230
    CBSEENCH11007594

    What do you mean by:
    (i) Elimination reactions
    (ii) Rearrangement reactions?

    Solution

    (i) Elimination reactions: An elimination reaction is one which involves the loss of two atoms or groups either from the same or adjacent atoms of a substance leading to the formation of multiple bond i.e. double or triple bond. In such reactions at least two σ; bonds are lost and one straight pi; bond is created. These are two types:
    (a) β-elimination reaction. Here loss of two atoms or groups takes place from the adjacent carbon atoms in the molecule. For example,
    (i) Dehydrohalogenation of alkyl halides with an alcoholic solution of KOH.

    (ii) Dehydration of alcohols in the presence of concentrated H2SO4 upon heating:

    (iii)  straight alpha-Elimination reactions. In such reactions, there is loss or elimination of two atoms or groups from the same carbon atom in the molecule. For example.
    (b) Dehydrohalogenation of chloroform with NaOH

    (ii) Dehydrogenation of primary or secondary alcohols with reduced copper at 573K.

    (iii) Rearrangement reactions Reactions involving the shift or migration of an atom or a group from one atom to another within the same molecule are called rearrangement reactions for example.
     (i) n-Butane rearranges to form 2-methyl propane when heated in a sealed tube in the presence of AlCl3/HCl.
    CH subscript 3 space minus space stack CH subscript 2 with straight n minus Butane below space minus space CH subscript 2 space minus space CH subscript 3

    (ii) Ammonium cyanate upon heating rearranges to form urea.

      

    Question 231
    CBSEENCH11007595

    What do you understand by:
    (i) Isomerisation reaction          
    (ii) Condensation reaction?

    Solution

    (i) Isomerisation reaction. All those reactions in which interconversion of isomers take place without affecting the molecular formulae and carbon skeletons of reactants and products are called Isomerisation reactions. For example,

    (ii) Condensation reaction. All those reactions in which two same or different organic reactants unite to give a product with or without the elimination of another, simple molecule are called condensation reaction. For example condensation of aldehyde or ketone.

    Question 232
    CBSEENCH11007596

    Classify the following reactions in one of the reaction type studied in this unit. 

    CH subscript 3 CH subscript 2 Br space plus space HS to the power of minus space rightwards arrow space space space CH subscript 3 CH subscript 2 SH space plus space Br to the power of minus

    Solution
    It is a Nucleophilic substitution reaction.
    Question 233
    CBSEENCH11007597

    Classify the following reactions in one of the reaction type studied in this unit. 
    left parenthesis CH subscript 3 right parenthesis subscript 2 straight C space equals space CH subscript 2 space plus space HCl space space rightwards arrow space space space left parenthesis CH subscript 3 right parenthesis subscript 2 ClC space minus space CH subscript 3 space

    Solution

    It is a Electrophilic addition reaction.

     
    Question 234
    CBSEENCH11007598
    Question 235
    CBSEENCH11007599

    Classify the following reactions in one of the reaction type studied in this unit. 

    left parenthesis CH subscript 3 right parenthesis subscript 3 straight C space minus space CH subscript 2 OH space plus space HBr space space rightwards arrow space space left parenthesis CH subscript 3 right parenthesis subscript 2 CBrCH subscript 2 CH subscript 3 minus straight H subscript 2 straight O



    Solution

    In this reaction, substitution takes place, followed by a rearrangment of atoms and groups of atoms.
    It is rearrangment reaction.

    Question 236
    CBSEENCH11007600

    Classify the following transformations according to the reaction type.

    Solution

    In this reaction, substitution takes place, followed by a rearrangment of atoms and groups of atoms.

    Question 237
    CBSEENCH11007601

    Classify the following transformations according to the reaction type.
    straight H subscript 2 straight C space equals space CH space minus space CH subscript 2 space minus space CH subscript 3 space rightwards arrow space space straight H subscript 3 straight C space minus space CH space equals space CH space minus space CH subscript 3

    Solution

    It is a Isomerisation reaction.

    Question 238
    CBSEENCH11007602

    Classify the following transformations according to the reaction type.

    straight H subscript 3 straight C space minus space CH space equals CH space minus space CH subscript 3 space plus space Br subscript 2 space rightwards arrow space space straight H subscript 3 straight C space minus space CHBr space minus space CHBr space minus space CH subscript 3


    Solution

    It is a Addition reaction.

    Question 239
    CBSEENCH11007603
    Question 240
    CBSEENCH11007604

    Classify the following transformations according to the reaction type.
    left parenthesis CH subscript 3 right parenthesis subscript 3 CCl space plus space HO to the power of minus space space rightwards arrow space space space left parenthesis CH subscript 3 right parenthesis subscript 2 straight C space equals space CH subscript 2 space plus space straight H subscript 2 straight O space plus space Cl to the power of minus




    Solution

    It is a Elimination reaction. 

    Question 241
    CBSEENCH11007605

    Classify the following transformations according to the reaction type.
    straight C subscript 6 straight H subscript 5 CHO space plus space CH subscript 3 COCH subscript 3 space space rightwards arrow space space space straight C subscript 6 straight H subscript 6 CH left parenthesis OH right parenthesis CH subscript 2 COCH subscript 3






    Solution

    It is a Condensation reaction.

    Question 242
    CBSEENCH11007606

    List various methods used for the purification of organic solids. 

    Solution

    (i) Crystallisation     (ii) Fractional cyrstallistaion (iii) Sublimation    (iv) Differential extraction (v) Chromatography

    Question 243
    CBSEENCH11007607

    How will you effect the separation of:
    (i) Two immiscible liquids
    (ii) Two miscible liquids
    (iii) Two organic solids differing in solubility in same solvent ?

    Solution

    (i) By extraction with a separating funnel.
    (ii) By fractional distillation.
    (iii) By fractional crystallisation.
    It is based on the difference in the solubilities of the compound and impurities in a suitable solvent.

    Question 244
    CBSEENCH11007608

    What do you mean by fractional crystallisation ?

    Solution

    The process of repeating crystallisation for the separation of two or more solid substances (which are soluble in the same solvent but to a different extent) or cooling the hot saturated solution containing these is called fractional crystallisation. This technique is applied:
    (i) to purify a solid compound containing solid impurities having different solubilities in the same solvent.

    Question 245
    CBSEENCH11007609

    What is sublimation?

    Solution
    Sublimation is the transition of a substance directly from the solid to the gas phase without passing through the intermediate liquid phase.

    Certain solid substances like naphthalene or camphor when heated pass directly from solid to the vapour state without melting. The vapours, when cooled, give back the solid substance. This process is known as sublimation. The process is very helpful in separating a volatile solid from a non-volatile solid. The powdered substance is taken in a china dish and covered with a perforated filter paper and an inverted funnel. The dish is carefully heated on a sand bath. The vapours passing through the holes in the paper condense on the inner sides of the funnel. The non-volatile impurities remain in the dish.Sublimation is the transition of a substance directly from the solid to the gas phase without passing through the intermediate liquid phase.
    Question 246
    CBSEENCH11007610

    Give a brief description of the ordinary distillation (simple distillation). 

    Solution
    Simple distillation: The process of converting an organic liquid to its vapours and then condensing the vapours to its pure form in the liquid state is called distillation. This technique is applied:
    (i) to purify a liquid containing a non-volatile miscible impurity say benzene and benzophenone.
    (ii) for the separation of two liquids having boiling point difference more than about 313 K.
    The impure liquid is taken in a distillating flask and apparatus is arranged as shown. The liquid is heated, when it vapourises. These vapours are condensed and the pure liquid is collected in the receiver. The impurities remain in the flask.

    Question 247
    CBSEENCH11007611

    How will you effect the separation of a mixture of acetone and methyl alcohol which are miscible with each other?
    Or
    Give a brief description of fractional distillation.

    Solution

    Fractional distillation: This process is generally used for those mixtures, where the difference in the boiling points of the two liquids is less than 15 K. Acetone boils at 330 K while methyl alcohol at 338 K, therefore, these two liquids are separated by the fractional distillation process. This is similar to the ordinary distillation method with the only exception that a fractionating column is introduced in between the distillation flask and the condenser.
    The process of separation of the components of a liquid mixture at their respective boiling points in the form of vapours and the subsequent condensation of these vapours is called fractional distillation.
    The fractionating columns used for the purpose are of different shapes as shown in the figure.

    Question 248
    CBSEENCH11007612

    When is the process of steam distillation employed? What is its principle?

    Solution

    Steam distillation. This technique is applicable for the purification of solid or liquid organic compounds which are immiscible with water and are volatile in steam from non-volatile impurities which are left behind in the distillation flask. The apparatus used for this purpose is shown.

    Principle: The principle underlying steam distillation is that the vapour pressure of a mixture of two immiscible liquids is equal to the sum of the vapour pressures of the two liquids when taken separately. Thus the mixture of two liquids boils at a lower temperature than the boiling point of either liquid.

    Steam distillation is employed for the:
    (i) recovery of various essential oils from plants and flowers.
    (ii) separation of a mixture of o-nitrophenol (steam volatile) from p-nitro phenol.

    Question 249
    CBSEENCH11007613

    Explain, why an organic liquid vaporises at a temperature below its boiling point in its steam distillation?

    Solution

    The essential condition for a liquid to boil is that its vapour pressure should be equal to the external pressure. In steam distillation, the liquid boils when the sum of vapour pressure due to the organic liquid (p1) and water (p2) become equal to the atmospheric pressure (p) i .e. P = P1 + P2.
    Since p1 is lower than p, the organic liquid vaporises at low temperature than its boiling point. 

    Question 250
    CBSEENCH11007614

    What types of liquids are purified by distillation under reduced pressure? What is its principle?

    Solution

    Distillation under reduced pressure: This technique is applied for the purification and separation of high boiling liquids or liquids which decompose partially or completely at or below their normal boiling points. The apparatus for distillation is shown.

    Principle:  A liquid boils at a temperature at which its vapour pressure becomes equal to the atmospheric pressure. Thus, by decreasing the outer pressure, the boiling point also decreases and it gets distilled without decomposition. 
    This technique is very helpful in the recovery of glycerol from spent lye in the soap industry. Glycerol boils with decomposition at 563 K at normal pressure; when distilled at 12 mm pressure, glycerol boils at 453K. without decomposition.

    Question 251
    CBSEENCH11007615

    Describe briefly the process of differential extraction.

    Solution

    Extraction with solvent (differential extraction): The method is based on the fact that organic substances are more soluble in organic solvents than in water. The organic substance is extracted from its aqueous solution adopting the following procedure:
    1. The aqueous solution containing organic substance is shaken with a suitable organic solvent which dissolves the substance but is immiscible with water. Two layers are formed—organic layer and an aqueous layer.


    2. The solvent layer containing the organic substance (organic layer) is separated using a separating funnel. The impurities remain in the aqueous layer.
    3. The organic solvent is removed by distillation to obtain the organic substance.

    Question 252
    CBSEENCH11007616

    What is the principle of chromatography? Name the important types of chromatography. 
    Or
    Give a brief description of the principle of chromatography?

    Solution
    Chromatography (Tswett 1906) is a general term which involves processes by which is a mixture of different substances can be:(a) separated,  (b) purified and (c) identified. Originally this technique was employed to separate coloured components from their mixture in the form of distinct zones as rings called Chromatograms. Now it is used for the separation and purification of coloured as well as colourless substances.
    Principle: The technique of chromatography is based on the fact that different constituents of a mixture are adsorbed to different extents by given adsorbent. The medium which carries the mixture of example solvent (such as ether, benzene, alcohol etc.) is called a moving phase and the medium in which various components are adsorbed (such as alumina, silica gel etc.) is called the stationary phase.

    The important types of chromatography are:
    (i) Column chromatography
    (ii) TLC or thin layer chromatography
    (iii) Gas chromatography
    (iv) Paper chromatography.

    Question 253
    CBSEENCH11007617

    Explain the principle of paper chromatography.

    Solution

    The analysis of unknown substances by the flow of solvent on a filter paper is known as paper chromatography. This technique proceeds by a mechanism which is partly partition (distribution) and partly adsorption. The constituents of a mixture are distributed between the water held in the filter paper (water thus acts as a stationary phase) and an organic solvent (mobile phase).
    In this method, a drop of the test solution is applied as a small spot near one edge of the filter paper and spot is dried. When the end of the paper strip is dipped into a developing solvent, the solvent rises up the paper by capillary action and flows over the spot. The paper selectively retains different components according to their differing partition in the two phases. The paper strip so developed is known as a chromatogram. The spots of the separated coloured compounds are visible at different heights from the position of the initial spot on the chromatogram. The spots of the separated colourless compounds may be made visible either by ultraviolet light or by the use of a suitable spray reagent.

    Question 254
    CBSEENCH11007618

    How will you detect the presence of carbon and hydrogen in an organic compound ?

    Solution

    The detection of carbon and hydrogen in an organic compound is done by a single experiment. A small quantity of dry and powdered organic compound is mixed with 4-5 times its weight of dry cupric oxide. The mixture is taken in a hard glass test tube fitted with a delivery tube having a small bulb in it. The other end of the delivery tube is immersed in freshly prepared lime water taken in another test tube. In the bulb of the delivery tube, a small amount of anhydrous copper sulphate (white) is placed. The mixture is heated strongly when carbon and hydrogen present are oxidised to carbon dioxide and water respectively.

    Carbon dioxide turns lime water milky whereas water vapours turn colourless copper sulphate blue. 

    stack Ca left parenthesis OH right parenthesis subscript 2 space with Lime space water below plus space CO subscript 2 space space rightwards arrow space space stack CaCO subscript 3 with left parenthesis milkness right parenthesis below downwards arrow space plus space straight H subscript 2 straight O
stack CuSO subscript 4 with Anhydrous with copper space sulphate space left parenthesis white right parenthesis below below space plus space 5 straight H subscript 2 straight O space space rightwards arrow space space space space stack CuSO subscript 4. with Hydrated with copper space sulphate space left parenthesis Blue right parenthesis below below space 5 straight H subscript 2 straight O

    Turning of lime water milky and of colourless copper sulphate blue shows the presence of carbon and hydrogen respectively.

    Question 255
    CBSEENCH11007619

    Discuss soda lime test for the detection of nitrogen. 

    Solution

    Soda lime test: A small amount of an organic compound is heated strongly with soda lime (CaO + NaOH). The liberation of ammonia indicates the presence of nitrogen in the organic compound. 
    stack CH subscript 3 CONH subscript 2 with Acetamide below space plus space NaOH space rightwards arrow with CaO on top space space stack CH subscript 3 COONa with Sodium space acetate below space plus space NH subscript 3 space upwards arrow
    Limitation: This test is not given by all nitrogenous compounds. Nitro and azo compounds do not respond to this test. 

    Question 256
    CBSEENCH11007620

    Discuss the chemistry of Lassaigne's test. 

    Solution

    Nitrogen, sulphur, halogens and phosphorus present in an organic compound are detected by 'Lassaigne's test'. The elements present in the compound are converted from the covalent form into the ionic form by fusing the compound with sodium metal.
    Reactions involved during fusion.
    bold space bold space bold space bold space bold Na bold space bold plus bold space stack bold C bold space bold plus bold space bold N with bold left parenthesis bold From bold space bold Organic bold space bold compound bold right parenthesis below bold space bold space bold rightwards arrow with bold Fusion on top bold space bold space bold NaCN with bold Sodium bold space bold cyanide below


space bold 2 bold Na bold space bold plus bold space bold S with bold left parenthesis bold Form bold space bold organic bold space bold compound bold right parenthesis below bold space bold space bold rightwards arrow with bold Fusion on top bold space bold space bold space bold space stack bold Na subscript bold 2 bold S with bold Sodium bold space bold sulphide below


bold space bold space bold space bold space bold Na bold space bold plus bold space stack bold X with bold underbrace below with bold From bold space bold organic bold space bold compound below bold space bold space bold space bold rightwards arrow with bold Fusion on top bold space bold NaX with stack bold Sodium bold space bold halide with bold left parenthesis bold X bold space bold equals bold space bold Cl bold comma bold space bold Br bold comma bold space bold I bold right parenthesis below below
    Cyanide, sulphide and halide of sodium so formed in sodium fusion are extracted from the fused mass by boiling it with distilled water. This extract is known as sodium fusion extract. 

    Question 257
    CBSEENCH11007621

    Discuss the Lassaigne's test for the detection of nitrogen. 

    Solution

    Lassaigne’s test: This test consists of two steps:
    (i) Preparation of Lassaigne’s or sodium extract. A pea-size sodium metal is heated gently in a fusion tube. When it melts to a shining globule, a small amount of the organic compound is added. The fusion tube is heated first gently and then strongly till it becomes red hot. The red hot tube is plunged into distilled water taken in a china dish. The contents in the dish are boiled for a few minutes, cooled and then filtered. The filtrate is known as sodium extract or Lassaigne’s filtrate.

    (ii) Test for nitrogen The Lassaigne’s filtrate is usually alkaline. If not, it may be made alkaline by adding a few drops of sodium hydroxide solution. To a part of the alkaline solution, a small amount of a freshly prepared ferrous sulphate solution is added. The contents are then boiled and cooled. A few drops of ferric chloride are then added and the solution is acidified with dilute hydrochloric acid. The appearance of a green or Prussian blue colour confirms the presence of nitrogen in the organic compound.

    Chemistry of the test. During fusion, carbon and nitrogen present in the organic compound combines with sodium to form sodium cyanide.
    stack Na space plus space straight C space plus space straight N with from space organic space compound below space space space rightwards arrow with Fusion on top space space NaCN
    FeSO subscript 4 space plus space 2 NaCN space space rightwards arrow space space Fe left parenthesis CN right parenthesis subscript 2 space plus space Na subscript 2 SO subscript 4
Fe left parenthesis CN right parenthesis subscript 2 space plus space 4 NaCN space rightwards arrow space stack space Na subscript 4 left square bracket Fe left parenthesis CN right parenthesis subscript 6 right square bracket with Sodium space ferrocyanide below
3 Na subscript 4 left square bracket Fe left parenthesis CN right parenthesis subscript 6 space plus space 4 FeCl subscript 3 space rightwards arrow space space stack Fe subscript 4 left square bracket Fe left parenthesis CN right parenthesis subscript 6 right square bracket subscript 3 with stack Ferric space ferrocyanide with left parenthesis Prussian space blue space colour right parenthesis below below space plus space 12 NaCl
    If the organic compound contains both nitrogen and sulphur, it forms sodium sulphocyanide on fusion with sodium. This gives blood red colouration with ferric chloride due to the formation of ferric sulphocyanide.
    Na plus stack straight C plus straight N plus straight S with left parenthesis From space organic space compound right parenthesis below space rightwards arrow with Fusion on top space space NaCNS with Sodium space sulphocyanide below
space space space 3 NaCNS space plus space FeCl subscript 3 space space rightwards arrow space space space stack Fe left parenthesis CNS right parenthesis subscript 3 space plus space 3 NaCl with stack Ferric space sulphocyanide with left parenthesis Blood space red space colour right parenthesis below below

    Question 258
    CBSEENCH11007622

    How will you detect the presence of sulphur in an organic compound by oxidation test?

    Solution

    Oxidation test (for volatile compounds): The organic compound is fused with a mixture of potassium nitrate and sodium carbonate. Sulphur present gets oxidised to sodium sulphate. 
    3 KNO subscript 3 space space rightwards arrow space space space 3 KNO subscript 2 space plus space 3 straight O
Na subscript 2 CO subscript 3 space plus space straight S space plus space 3 space left square bracket straight O right square bracket space rightwards arrow space space space Na subscript 2 SO subscript 4 space plus space CO subscript 2

    The fused mass is extracted with water and filtered. The filtrate is acidified with hydrochloric acid and then a solution of barium chloride is added. Formation of white precipitate indicates the presence of sulphur in the organic compound. 
    Na subscript 2 SO subscript 4 space plus space BaCl subscript 2 space space rightwards arrow space space space stack BaSO subscript 4 with White space ppt. space below downwards arrow space space plus space 2 NaCl

    Question 259
    CBSEENCH11007623

    How will you detect the presence of sulphur in an organic compound by Lassaigne's test?

    Solution

    Lassaigne’s test: This test involves following two steps:
    (i) Preparation of Lassaigne’s or sodium extract (As described under detection of nitrogen in :
    Sulphur present in the organic compound combines with sodium on fusion to form sodium sulphide. 
    2 Na space plus space straight S with From space organic space compound below space space space rightwards arrow with Fusion on top space space Na subscript 2 straight S
    Test for sulphur: The extract is divided into two parts and tested for sulphur as follows:
    (i) Lead acetate test: A portion of the Lassaigne's filtrate is acidified with acetic acid and then lead acetate solution is added. Formation of black precipitate confirms the presence of sulphur in the organic compound. 
    NaS space plus space stack left parenthesis CH subscript 3 COO right parenthesis subscript 2 Pb with Lead space acetate below space space rightwards arrow space space space stack PbS downwards arrow with stack Lead space sulphide with left parenthesis Black space ppt. right parenthesis below below space plus space 2 CH subscript 3 COONa
    (ii) Sodium nitroprusside test:To another portion of the Lassaigne's filtrate, few drops of sodium nitroprusside are added. The appearance of purple colour confirms the presence of sulphur in the organic compound.
    Na subscript 2 straight S space plus space stack Na subscript 2 left square bracket Fe left parenthesis CN right parenthesis subscript 5 NO right square bracket with Sodium space nitroprusside below space space rightwards arrow space space space stack Na subscript 4 left square bracket Fe left parenthesis CN right parenthesis subscript 5 NOS right square bracket with Purple space colouration below

    Question 260
    CBSEENCH11007624

    Why is it necessary to use acetic acid and not sulphuric acid for acidification of sodium extract for testing sulphur by lead acetate test? 

    Solution

    When sodium extract is acidified with acetic acid and lead acetate is added to it, a black precipitate of lead sulphide is formed.
    straight S to the power of negative 2 end exponent space plus space Pb to the power of 2 plus end exponent space space rightwards arrow space space space PbS
    PbS is insoluble in acetic acid and soluble in sulphuric acid.Also,because SO42- ions from H2SO4 reacts with Pb++ from Lead Acetate, giving a White ppt of PbSO4, though sulphur is not present in the organic compound.
    straight H subscript 2 SO subscript 4 rightwards harpoon over leftwards harpoon space 2 straight H to the power of plus space plus SO subscript 4 superscript 2 minus end superscript
Pb to the power of 2 plus end exponent space plus SO subscript 4 superscript 2 minus end superscript space rightwards harpoon over leftwards harpoon PbSO subscript 4

    Question 261
    CBSEENCH11007625

    How will you test the presence of halogen in an organic compound by Lassaigne's test?

    Solution

    Lassaigne's test:
    This test involves following two steps;
    1. Preparation of Lassaigne's or sodium extract:
         Na space plus space space straight X with From space organic space compound below space space rightwards arrow space space space space NaX with Sodium space halide below
    where X may be Cl, Br or I.
    2. Test for halogen: The Lassaigne’s filtrate is boiled with concentrated nitric acid, cooled and then treated with silver nitrate solution. Formation of precipitate indicates the presence of halogen.
    (i) White precipitate soluble in ammonium hydroxide indicates the presence of chlorine in the compound then treated with silver nitrate solution. Formation of precipitate indicates the presence of halogen.
    Na space plus space Cl with left parenthesis from space organic space compound right parenthesis below space space space rightwards arrow with Fusion on top space space space NaCl
NaCl space plus space AgNO subscript 3 space space rightwards arrow space space space space AgCl with White space ppt. below space plus space space NaNO subscript 3
AgCl space plus space 2 NH subscript 4 OH space space rightwards arrow space space stack space left square bracket Ag left parenthesis NH subscript 3 right parenthesis subscript 2 Cl with Diammine space siler space chloride below space plus space 2 straight H subscript 2 straight O
    (ii) Light yellow precipitate partially soluble in ammonium hydroxide indicates the presence of bromine in the organic compound.
      Na space plus space Br with From space organic space compound below space space rightwards arrow with Fusion on top space NaBr
NaBr space plus space AgNO subscript 3 space rightwards arrow space space space AgBr with Light space yellow space ppt. below space plus space NaNO subscript 3
    (iii) Bright yellow precipitate insoluble in ammonium hydroxide indicates the presence of iodine in the compound. 
        Na space plus space straight I with From space organic space compound below space space space rightwards arrow with Fusion on top space space space NaI
NaI space plus space AgNO subscript 3 space rightwards arrow space space AgI with Bright space yellow space ppt. space below space plus space NaNO subscript 3

    Question 262
    CBSEENCH11007626

    Why is it necessary to boil the Lassaigne's extract with concentrated nitric acid before testing for halogens?

    Solution
    The function of nitric acid: If nitrogen and sulphur are also present along with halogens in the organic compound, the Lassaigne’s filtrate will contain sodium cyanide (NaCN) and sodium sulphide (Na2S) in addition to sodium halide. Concentrated nitric acid decomposes both sodium cyanide as well as sodium sulphide which otherwise form white and black precipitate respectively with silver nitrate.
    NaCN space plus space HNO subscript 3 space space rightwards arrow space space NaNO subscript 3 space plus space HCN upwards arrow
Na subscript 2 straight S space plus space 2 HNO subscript 3 space rightwards arrow space space 2 NaNO subscript 3 space plus space straight H subscript 2 straight S space upwards arrow
    Question 263
    CBSEENCH11007627

    Will CCl4 give white precipitate of AgCl on heating it with silver nitrate? Give reason for your answer.

    Solution
    No. CCl4 is a covalent organic compound and does not ionise in solution. So it does not give a precipitate with AgNO2 due to the absence of Cl ion.
    Question 264
    CBSEENCH11007628

    How will you detect the presence of bromine and iodine present in an organic compound by carbon disulphide test?

    Solution

    (i) Test for bromine and iodine.  A small portion of Lassaigne's filtrate is acidified with dilute hydrochloric acid and few drops of carbon disulphide (or carbon tetrachloride) are added to it which forms a separate layer at the bottom. An excess of chlorine water is then added to it and shaken vigorously.
    (a) An orange colour in carbon disulphide layer confirms bromine.
      Cl subscript 2 space plus space 2 NaBr space rightwards arrow space space stack 2 NaCl space plus space Br subscript 2 with left parenthesis Orange space colour space in space CS subscript 2 space layer right parenthesis below
    (b) Violet colour in the carbon disulphide layer confirms iodine. 
                      Cl subscript 2 space plus space 2 NaI space space rightwards arrow stack 2 NaCl space plus space straight I subscript 2 with left parenthesis Violet space colour space in space CS subscript 2 space layer right parenthesis below

    Question 265
    CBSEENCH11007629

    Write a short note on Beilstein test.

    Solution

    Beilstein test: This test is employed to detect the presence of halogen in an organic compound. A clean copper wire flattened at one end is heated in the oxidising flame till it imparts no colour to the flame. The appearance of blue or green colour due to the formation of volatile copper halide indicates the presence of halogens in the organic compound.
    Limitations. This test is not very reliable because:
    (i) Compounds like pyridine, urea and thiourea, which do not contain halogens, also respond to this test.
    (ii) It does not tell which member of the halogen family is present in the organic compound.

    Question 266
    CBSEENCH11007630

    How will you detect the presence of phosphorus in an organic compound?

    Solution

    Ammonium molybdate test: The organic compound is fused with a mixture of sodium carbonate and potassium nitrate. Phosphorus present is oxidised to sodium phosphate.
                       KNO subscript 3 space space rightwards arrow space space space KNO subscript 2 space plus space open square brackets straight O close square brackets space cross times space 5
3 Na subscript 2 CO subscript 3 space plus space 2 straight P space plus space 5 open square brackets straight O close square brackets space rightwards arrow space space 2 Na subscript 3 PO subscript 4 space plus space 3 CO subscript 2
    The residue is extracted with water, boiled with some concentrated nitric acid, and then a hot solution of freshly prepared ammonium molybdate is added to it in excess. Formation of yellow precipitate or colouration indicates the presence of phosphorus in the given organic compound.
    Na subscript 3 PO subscript 4 space plus space 3 HNO subscript 3 space space rightwards arrow space space stack straight H subscript 3 PO subscript 4 with Phosphoric space acid below space plus space 3 NaNO subscript 3

straight H subscript 3 PO subscript 4 space plus stack 12 left parenthesis NH subscript 4 right parenthesis subscript 2 MoO subscript 4 with Amm space molybodate below space plus space 21 HNO subscript 3 space rightwards arrow
space space space space space space space space space space space space stack left parenthesis NH subscript 4 right parenthesis subscript 3 PO subscript 4 12 MoO subscript 3 with Amm space phosphomolybdate below space plus 21 NH subscript 4 NO subscript 3 space plus 12 straight H subscript 2 straight O

    Question 267
    CBSEENCH11007631

    Explain the reason for the fusion of an organic compound with metallic sodium for testing nitrogen, sulphur and halogens.

    Solution
    The organic compound is fused with sodium metal to convert N, S, halogens present in the organic compound to their corresponding sodium salts (NaCN, Na2S, NaX) which are water soluble. From the solutions, these elements can be detected by suitable tests.
    Na space plus straight C plus straight N space rightwards arrow with increment on top space NaCN
2 Na space plus straight S rightwards arrow with increment on top space Na subscript 2 straight S
Na space plus straight X space rightwards arrow with increment on top NaX space
space space left parenthesis straight X equals space Cl comma space Br space or space straight I right parenthesis
    Question 268
    CBSEENCH11007632

    What do you understand by the estimation of elements? Discuss breifly a method for the estimation of carbon and hydrogen in an organic compound.

    Solution

    Estimation of elements. Estimation of elements means to determine the percentage composition of each element present in the organic compound.
    Estimation of carbon and hydrogen (Liebig’s method): A known weight of the organic compound is strongly heated with an excess of dry copper oxide in an atmosphere of dry and pure oxygen or air. Carbon of the compound is oxidised to carbon dioxide and hydrogen to water.
    straight C plus 2 CuO space rightwards arrow space space CO subscript 2 upwards arrow space plus space 2 Cu
2 straight H space plus space CuO space rightwards arrow space space straight H subscript 2 straight O space upwards arrow space plus space Cu
    Water vapours and carbon dioxide are bubbled through weighed U-tube containing anhydrous calcium chloride and weighed potash bulbs containing a strong solution of potassium hydroxide. The increase in mass of U-tube gives the mass of water formed and increase in mass of potash bulbs gives the mass of carbon dioxide formed. Knowing the masses of water and carbon dioxide formed, the percentage of hydrogen and carbon can be calculated.

    Calculations:
    Let the mass of organic compound taken  = Wg
    Let the mass of water formed = a g
    (increase in mass of anhydrous CaCl2 U- tube)
    Let the mass of carbon dioxide formed  = bg
    (increase in mass of potash bulbs)
    (i) Percentage of hydrogen. 
                                      straight H subscript 2 straight O space identical to space space 2 straight H
    18 g of water contains hydrogen  = 2g
    therefore space space space straight a space straight g space of space water space contains space hydrogen space space equals space 2 over 18 space cross times space straight a space straight g
Hence comma space percentage space of space hydrogen space equals space 2 over 18 cross times straight a over straight W cross times 100
    therefore space space Percentage space of space hydrogen
space equals space 2 over 18 cross times space fraction numerator Mass space of space straight H subscript 2 straight O space formed over denominator Mass space of space organic space compound end fraction cross times 100
    (ii) Percentage of carbon.
                     CO subscript 2 space identical to space straight C
    44 g of carbon dioxide contains carbon = 12 g
    therefore space straight b space straight g space of space carbon space dioxide space contains space carbon space equals space 12 over 44 cross times space straight b space straight g
therefore space space percentage space of space carbon space equals space 12 over 44 cross times straight b over straight W cross times 100
    Thus percentage of carbon
               equals space 12 over 44 cross times fraction numerator Mass space of space CO subscript 2 space formed over denominator Mass space of space organic space compound end fraction cross times 100

    Question 269
    CBSEENCH11007633

    On complete combustion,  0.246 g of an organic compound gave 0.198g of carbon dioxide and 0.1014 g of water. Determine the percentage composition of carbon and hydrogen in the compound. 

    Solution

    We have given,
    Mass of Organic compound= 0.246 g
    Mass of Carbon dioxide = 0.198 g
    Mass of Water = 0.1014 g
    Percentage of carbon:
    Mass of carbon dioxide  = 0.198 g
    therefore   Percentage of carbon
                            equals space 12 over 44 cross times fraction numerator Mass space of space CO subscript 2 over denominator Mass space of space compound end fraction cross times 100
equals 12 over 44 cross times fraction numerator 0.198 over denominator 0.246 end fraction cross times 100 space equals space 21.95 space percent sign

    Percentage of hydrogen:
      Mass of water = 0.1014 g
    therefore space space space space Percentage space of space hydrogen
space space space space space space space space space space space space space equals space 2 over 18 cross times fraction numerator Mass space of space straight H subscript 2 straight O over denominator Mass space of space compound end fraction cross times 100
space space space space space space space space space space space space space equals space 2 over 18 cross times fraction numerator 0.1014 over denominator 0.246 end fraction cross times 100 space equals space 4.58 percent sign

    Question 270
    CBSEENCH11007634

    0.25 g of an organic compound containing carbon, hydrogen and oxygen was analysed by the combustion method. The increase in mass of calcium chloride tube and the potash bulbs at the end of the operation was found to be 0.15 mg and 0.1837 g respectively. Calculate the percentage composition of the compound.

    Solution

    (i) Percentage of carbon.
    Increase in mass of potash bulbs = 0.1837 g
    i.e. mass of CO2 formed = 0.1837 g
    therefore space space Percentage space of space straight C
space space space space space space equals space 12 over 44 cross times fraction numerator Mass space of space CO subscript 2 over denominator Mass space of space compound end fraction cross times 100
space space space space space space equals space 12 over 44 cross times fraction numerator 0.1837 space cross times space 100 over denominator 0.25 end fraction space equals space 20.04

    (ii) Percentage of hydrogen.
    Increase in mass of calcium chloride  = 0.15 g
    i.e. mass of water formed = 0.15 g
    therefore space space space Percentage space of space hydrogen
space space space space space space space space space space space space space space equals space 2 over 18 cross times fraction numerator Mass space of space straight H subscript 2 straight O over denominator Mass space of space compound end fraction cross times 100
space space space space space space space space space space space space space space space equals space 2 over 18 cross times fraction numerator 0.15 space cross times space 100 over denominator 0.25 end fraction space equals space 6.66

    (iii) Percentage of oxygen.
    Percentage of oxygen
     = 100 - (Percentage of C + Percentage of H)
     = 100 - (20.04 + 6.66) = 73.30 

    Question 271
    CBSEENCH11007635

    An organic compound contains 69% carbon and 4.8% hydrogen, the remainder being oxygen. Calculate the masses of carbon dioxide and water produced when 0.20g of this substance is subjected to complete combustion. 

    Solution
    (i) To calculate the mass of carbon dioxide:
    Percentage of carbon
         equals space 12 over 44 cross times fraction numerator Mass space of space CO subscript 2 over denominator Mass space of space the space substance end fraction cross times 100
    Substituting the values, we have, 
                           equals space 12 over 44 cross times fraction numerator Mass space of space CO subscript 2 over denominator Mass space of space the space substance end fraction cross times 100
    Substituting the values, we have, 
                      69 space equals space 12 over 44 cross times fraction numerator Mass space of space CO subscript 2 over denominator 0.20 end fraction cross times 100
    therefore space space space Mass space of space CO subscript 2 space equals space fraction numerator 69 space cross times space 44 space cross times space 0.20 over denominator 12 space cross times space 100 end fraction space equals space 0.506 space straight g
    (ii) To calculate the mass of water:
    Percentage space of space hydrogen space space equals space 2 over 18 cross times fraction numerator Mass space of space straight H subscript 2 straight O over denominator Mass space of space substance end fraction cross times space 100
    Substituting the values, we have, 
                                4.8 space equals space 2 over 18 cross times fraction numerator Mass space straight H subscript 2 straight O over denominator 0.20 end fraction cross times 100
    therefore space space Mass space of space straight H subscript 2 straight O space equals space fraction numerator 4.8 space cross times space 18 space cross times space 0.20 over denominator 2 space cross times space 100 end fraction space equals space 0.0864 space straight g
    Question 272
    CBSEENCH11007636

    How is nitrogen estimated in a given organic compound by Duma's method?

    Solution
    Duma’s method: It is used for the estimation of nitrogen in all nitrogenous compounds. It consists of heating a known mass of the organic compound with an excess of copper oxide and copper in an atmosphere of carbon dioxide at about 975 K. The carbon and hydrogen are oxidised to carbon dioxide and water respectively while nitrogen is set free. If any oxide of nitrogen is produced during the process, it is reduced back to free nitrogen by passing over heated copper gauze. The nitrogen gas is collected.

    over a concentrated solution of potassium hydroxide taken in a nitrometer and its volume is measured. From the volume of nitrogen collected, the percentage of nitrogen can be calculated.
    Calculations
    Let the mass of the organic compound taken = W g
    Volume of nitrogen collected = V mL
      Atmospheric pressure  = P mm
      Room temperature straight t degree straight C = (273 + t)K
      Aqueous tension at straight t degree straight C = p mm
    (i) To calculate the volume of nitrogen gas at NTP.
              straight P subscript 1 space equals space left parenthesis straight P space minus straight p right parenthesis space mm space space space space space space straight P subscript 2 space equals space 760 space mm
straight V subscript 1 space equals space straight V space ml space space space space space space space space space space space space space space space space straight V subscript 1 space equals space ?
straight T subscript 1 space equals left parenthesis 273 space plus space straight t right parenthesis straight K space space space space space space space space space space straight T subscript 2 space equals space 273 space straight K
    Applying the general gas equation
             fraction numerator straight P subscript 1 straight V subscript 1 over denominator straight T subscript 1 end fraction space equals space fraction numerator straight P subscript 2 straight V subscript 2 over denominator straight T subscript 2 end fraction comma space we space have
    Volume at N.T.P. (V2) = fraction numerator straight P subscript 1 straight V subscript 1 straight T subscript 2 over denominator straight T subscript 1 straight P subscript 2 end fraction
                     equals space fraction numerator left parenthesis straight P minus straight p right parenthesis space cross times space straight V space cross times space 273 over denominator left parenthesis 273 space plus straight t right parenthesis 760 end fraction space equals space straight V apostrophe space mL space left parenthesis say right parenthesis
    (ii) To calculate the percentage of nitrogen:
     22400 mL of nitrogen gas at N.T.P. weighs  = 28 g
    therefore  V' mL of nitrogen gas at N.T.P. weighs
                                     equals 28 over 22400 cross times straight V apostrophe space straight g
    Hence percentage of nitrogen
                                 equals space 28 over 22400 cross times fraction numerator straight V apostrophe over denominator straight W end fraction cross times 100
    Percentage of nitrogen
                 equals space fraction numerator Mass space of space nitrogen space at space straight N. straight T. straight P. over denominator Mass space of space organic space compound end fraction cross times 100

     
    Question 273
    CBSEENCH11007637

    In a Duma's nitrogen estimation method, 0.3 g of an organic compound gave 50 mL of nitrogen collected at 300K and 715 mm pressure. Calculate the percentage of nitrogen in the compound. (Aqueous tension of water at 300 K is 15 mm).

    Solution

    Mass of organic compound = 0.3 g
    (i) To calculate the volume of nitrogen at N.T.P.
    (Given)                                (At N.T.P.)
    straight V subscript 1 space equals space 50 space mL space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space straight V subscript 2 space equals space ?
straight P subscript 1 space equals space 715 minus 15 space equals space 700 space mm space space space space space space space space space space space straight P subscript 2 space equals space 760 space mm
straight T subscript 1 space equals space 300 space straight k space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space straight T subscript 2 space equals space 273 space straight K
    Applying the general gas equation
    fraction numerator straight P subscript 1 straight V subscript 1 over denominator straight T subscript 1 end fraction space equals space fraction numerator straight P subscript 2 straight V subscript 2 over denominator straight T subscript 2 end fraction space we space have comma space
space space space space straight V subscript 2 space equals space fraction numerator straight P subscript 1 straight V subscript 1 straight T subscript 2 over denominator straight T subscript 1 cross times straight P subscript 2 end fraction space equals space fraction numerator 700 space cross times space 50 space cross times space 273 over denominator 300 space cross times space 760 end fraction
space space space space space space space space space equals space 41.90 space mL

    (ii) To calculate the percentage of nitrogen:
    Now 22400 mL of nitrogen at N.T.P. weighs  = 28 g.
    therefore space 41.90 space mL space of space nitrogen space at space straight N. straight T. straight P. space weighs
space space space space space space equals space 28 over 22400 cross times 41.90 space straight g
therefore space space Percentage space of space nitrogen
space space space space space space space space space equals space 28 over 22400 cross times fraction numerator 41.90 over denominator 0.3 end fraction cross times 100 space equals space 17.46

    Question 274
    CBSEENCH11007638

    How is nitrogen estimated in a given organic compound by Kjeldahl’s method?

    Solution
    Kjeldahl’s method: It is employed largely in the analysis of food stuff and fertilisers. It is preferred to Duma’s method. It cannot be applied to the compounds which contain nitrogen atom linked either to oxygen or to other nitrogen atoms.

    It consists in heating a known weight of a nitrogenous compound with concentrated sulphuric acid and a little K2SO4 and anhydrous CuSO(or mercury). Potassium sulphate raises the boiling point of H2SO4 and CuSO4 acts as a catalyst. Nitrogen present in the compound is quantitatively converted into ammonium sulphate. The resultant liquid is heated with concentrated sodium hydroxide. The ammonia gas thus liberated is absorbed in a known volume of an excess of a standard solution of acid. The acid left unused is titrated against a standard solution of alkali. Knowing the volume of acid used to neutralise ammonia, the volume of ammonia evolved and finally the percentage of nitrogen can be calculated.
    Reactions involved are:
    left parenthesis straight i right parenthesis space stack Organic space compound with left parenthesis straight C comma space straight H comma space straight N right parenthesis below space rightwards arrow from Heat to straight H subscript 2 SO subscript 4 of space CO subscript 2 space plus space straight H subscript 2 straight O space plus space left parenthesis NH subscript 4 right parenthesis subscript 2 SO subscript 4
left parenthesis ii right parenthesis space left parenthesis NH subscript 4 right parenthesis subscript 2 SO subscript 4 space plus space 2 NaOH space rightwards arrow with Distillation on top space 2 NH subscript 3 space plus space Na subscript 2 SO subscript 4 space plus space 2 straight H subscript 2 straight O
left parenthesis iii right parenthesis space 2 NH subscript 3 space plus space stack straight H subscript 2 SO subscript 4 with Standard space acid below space rightwards arrow space space space left parenthesis NH subscript 4 right parenthesis subscript 2 SO subscript 4
left parenthesis iv right parenthesis space 2 NaOH space plus space straight H subscript 2 SO subscript 4 space rightwards arrow space space space stack Na subscript 2 SO subscript 4 space plus space 2 straight H subscript 2 straight O with left parenthesis Titration space of space excess space acid right parenthesis below
    Calculations:
     Let the mass of organic compound taken = Wg
      Volume of standard straight H subscript 2 SO subscript 4 taken
                                           = V mL of  1 M solution
       After the absorption of ammonia.
      Volume of alkali required for the excess acid
                                     space equals space straight V subscript 1 mL space of space 1 space straight M space solution
    space space space straight V subscript 1 mL space of space 1 straight M space NaOH space equals space straight V subscript 1 divided by straight V subscript 2 space mL space of space 1 MH subscript 2 SO subscript 4
therefore space space Volume space of space straight H subscript 2 SO subscript 4 space used space for space neutralising space ammonia equals space
space space space space space space space space space open parentheses straight V subscript 1 space minus space straight V subscript 2 over 2 close parentheses space mL space of space 1 thin space straight M space solution
             
         equals space 2 open parentheses straight V minus straight V subscript 1 over 2 close parentheses space mL space of space 1 thin space straight M thin space NH subscript 3 space solution
    Also, 1000 mL of 1 M NH3 solution contains 14g nitrogen
    therefore space space space 2 open parentheses straight V minus straight V subscript 1 over 2 close parentheses mL space of space 1 straight M space NH subscript 3 space solution space would space contain
space space space space space space space space equals 14 over 1000 cross times 2 open parentheses straight V minus straight V subscript 1 over 2 close parentheses space cross times space straight M space straight g space of space nitrogen
therefore space space space space Percentage space of space nitrogen
space space space space space space space space space space space space space space space space space space space space space equals space fraction numerator 14 space cross times space straight M space cross times space 2 left parenthesis straight V minus straight V subscript 1 divided by 2 right parenthesis over denominator 1000 end fraction cross times 100 over straight W
space space space space space space space space space space space space space space space space space space space space space equals space fraction numerator 1.4 space cross times straight M space cross times 2 space left parenthesis straight V minus straight V subscript 1 divided by 2 right parenthesis over denominator straight W end fraction space space space space space space space
    Question 276
    CBSEENCH11007640

    A sample of 0.50 g of an organic compound was treated according to Kjeldahl’s method. The ammonia evolved was abosrbed in 50 mL of 0.5 MH2SO4. The residual acid required 60 mL of 0.5 solution of NaOH for neutralisation. Find the percentage composition of nitrogen in the compound.

    Solution

    Mass of organic compound taken =  0.50 g
    Volume of standard H2SO4 taken
                           = 50 mL of 0.5 M solution
    After the adsorption of ammonia,
         Volume of alkali required for the excess acid 
                                       = 60 mL of 0.5 M solution
          therefore   60 mL of 0.5 M NaOH = 30 mL of 0.5 M
                                                      H2SO4
    ie.. the acid left unused  = 30 mL of 0.5 M
                                                     H2SO4

    space space therefore space space Volume space of space straight H subscript 2 SO subscript 4 space used space for space neutralising space ammonia space
space space space space space space space space space space space space space space space space space equals space left parenthesis 50 minus 30 right parenthesis space mL space of space 0.5 space straight M space solution
space space space space space space space space space space space space space space space space space equals space 20 space mL space of space 0.5 space straight M space solution
20 space mL space of space 0.5 space straight M thin space straight H subscript 2 SO subscript 4 space equals space 40 space mL space of space 0.5 space straight M space NH subscript 3 space solution
Now comma space 1000 space mL space of space 1 straight M space NH subscript 3 space solution space contains space 14 space straight g space nitrogen

space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space
    therefore space space 40 space mL space of space 0.5 space straight M space NH subscript 3 space solution space would space contain space
14 over 1000 cross times 40 cross times 0.5 space straight g space nitrogen space space straight i. straight e. space 0.28 space straight g space nitrogen
therefore space space space Percentage space of space nitrogen space equals fraction numerator 0.28 over denominator 0.5 end fraction cross times 100 space equals space 56

    Question 277
    CBSEENCH11007641

    Discuss a suitable method for the estimation of halogens.

    Solution

    Carius method for the estimation of halogens: A known mass of the organic compound containing halogens is heated with an excess of fuming nitric acid and silver nitrate in a sealed tube called Carius tube. Cabron, hydrogen and sulphur (if present) are oxidised to CO2, H2O and H2SOrespectively whereas halogen forms a precipitate of silver halide. The precipitate is separated, washed with distilled water, dried and weighed. The percentage of halogens is then calculated. Calculations:
    Let the mass of the compound taken = Wg Let the mass of halide (AgX) formed = ag

    Atomic mass of halogen = x
    space space therefore space space
Molecular space mass space of space silver space halide space left parenthesis AgX right parenthesis space equals space 108 space plus straight x
space space space AgX space equals space straight X
space space left parenthesis 108 plus straight x right parenthesis space equals space straight x
space Now space left parenthesis 108 plus straight x right parenthesis space straight g space of space silver space halide space contains space halogen space equals space xg
space space space therefore space space space
space straight a space straight g space of space silver space halide space contains space hydrogen space
space space space space space equals space fraction numerator straight x over denominator left parenthesis 108 plus straight x right parenthesis end fraction cross times space ag
therefore space space
Percentage space of space halogen space equals space fraction numerator straight x space cross times space straight a over denominator left parenthesis 108 plus straight x right parenthesis space cross times space straight W end fraction cross times 100
    therefore space space Percentage space of space chlorine
space space space space equals space fraction numerator 35.5 space cross times space Mass space of space AgCl space cross times space 100 over denominator 143.5 space cross times space Mass space of space organic space compound end fraction
Percentage space of space bromine
space space space space space equals space fraction numerator 80 space cross times space Mass space of space AgBr space cross times space 100 over denominator 188 space cross times space Mass space of space organic space compound end fraction
Percentage space of space iodine
space space space space space space space space space space space space space equals space fraction numerator 127 space cross times space Mass space of space AgI space cross times space 100 over denominator 235 space cross times space Mass space of space organic space compound end fraction

    Question 278
    CBSEENCH11007642

    0.3780 of an organic chloro compound gave 0.5740 g of silver chloride in Carius estimation. Calculate the percentage of chlorine present in the compound. 

    Solution

    Pecentage space of space Cl equals

fraction numerator Atomic space mass space of space Cl space straight x space mass space of space AgCl space form space space straight x space 100 over denominator Molecular space mass space of space AgCl space space straight x space straight m end fraction
    Molecular mass of AgCl = 108 + 35.5 = 143.5 g mol-1.
    Now 143.5 g AgCl contains 35.5 g chlorine
      0.5740 g AgCl would contain
                     equals fraction numerator 35.5 over denominator 143.5 end fraction cross times 0.5740 space straight g space chlorine
    Mass of organic compound is =0.3780
    therefore space space Percentage space of space chlorine
space space space space space space space space space space space space space space space space space space space space space equals space fraction numerator 35.5 over denominator 143.5 end fraction cross times fraction numerator 0.5740 over denominator 0.3780 end fraction cross times 100
space space space space space space space space space space space space space space space space space space space space space equals space 37.57 percent sign

    Question 279
    CBSEENCH11007643

    In Carius method of estimation of halogen, 0.15 g of an organic compound gave 0.12 g of AgBr. Find out the percentage of bromine in the compound. 

    Solution

    Mass of organic compound 0.15g
    Mass of AgBr = 0.12g
    Molecular mass of AgBr = 108+80 = 188 g mol-1
    Now 188g AgBr contains 80 g bromine
    space space therefore space 0.12 straight g space AgBr space would space contain space 80 over 188 cross times 0.12 space bromine
space space space space equals space 0.05 space bromine
space space therefore space space space space Percentage space of space bromine space equals space fraction numerator 0.05 over denominator 0.15 end fraction cross times 100
space space space space space space space equals space 33.3 percent sign

    Question 280
    CBSEENCH11007644

    0.15 g of iodoform gave 0.2682 g of silver iodide. Calculate the percentage of iodine.

    Solution

    Mass of the compound  = 0.15 g,   Mass of silver iodide = 0.2682 g
    The molecular mass of silver iodide. 
                  (Ag I) = 108 + 127 = 235
                  AgI space identical to space straight I
    235g of AgI contains  = 127 g of iodine
     therefore space space 0.2682 space straight g space of space AgI space contains space equals space 127 over 235 cross times 0.2682
therefore space space Percentage space of space iodine space equals space fraction numerator 127 space cross times space 0.2682 over denominator 235 space cross times space 0.15 end fraction cross times 100 space equals space 96.6

    Question 281
    CBSEENCH11007645

    Describe briefly Carius method for the estimation of sulphur.

    Solution

    A known mass of an organic compound containing sulphur is heated with an excess of fuming nitric acid in a sealed Carius tube. The whole of sulphur present in the compound is converted to sulphuric acid which is treated with a slight excess of barium chloride solution. Thus, barium sulphate gets precipitated. It is filtered, washed, dried, and weighed. From this, the percentage of sulphur can be calculated. 
    Calculations. 
    Mass of organic compound taken = W
    Mass of barium sulphate formed BaSO4 = ag
    Molecular mass of barium sulphate 
                        =   space space stack BaSO subscript 4 space identical to space straight S with left parenthesis 137 plus 32 plus 64 right parenthesis space identical to 32 below
    Now 233 g of barium sulphate contain sulphur = 32 g.
    space space therefore space straight a space straight g space of space barium space sulphate space would space contain space sulphur space space
space space space equals 32 over 233 cross times space straight a

space space therefore space space Percentage space of space sulphur space

space equals space fraction numerator 32 space cross times space Mass space of space BaSO subscript 4 space cross times space 100 over denominator 233 space cross times space Mass space of space organic space compound end fraction

    Question 282
    CBSEENCH11007646

    In sulphur estimation, 0.157 g of an organic compound gave 0.4813 g of barium sulphate. What is the percentage of sulphur in the compound?

    Solution

    Mass of Organic compound =0.157 g
    Mass of barium sulphate = 0.4813 g
    Molecular mass of BaSO4
                   = 137 + 32 + 64 = 233 g mol-1
    233 g BaSO4 contains 32 g sulphur
    therefore space 0.4813 space BasO subscript 4 space would space contain
space space space space space space space space space space space space space space space space space space space space space equals space 32 over 233 cross times space 0.4813 space straight g space sulphur
space space space space space space space space space space space space space space space space space space space space space equals space 0.066 space straight g space of space sulphur
therefore space space Percentage space of space sulphur space equals space fraction numerator 0.066 over denominator 0.157 end fraction cross times space 100 space equals space 42.10 percent sign

    Question 283
    CBSEENCH11007647

    In the estimation of sulphur by Carius method, 0.468 g of an organic sulphur compound afforded 0.668 g of barium sulphate. Find out the percentage of sulphur in the given compound. 
     

    Solution

    Mass of organic compound = 0.468g
    Mass of barium sulphate= 0.668 g
    Molecular mass of BaSO4
                                = 137 + 32 + 64
                                = 233 g mol-1
    Now 233 g BaSO4 contain 32g sulphur
      therefore space 0.668 straight g space BaSO subscript 4 space would space contain
space space space space space space space space space space space space space space space space space space 32 over 233 cross times space 0.668 straight g space of space sulphur
space space therefore space space Percentage space of space sulphur space equals space 32 over 233 cross times fraction numerator 0.668 over denominator 0.468 end fraction cross times 100
space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space equals space 19.60 percent sign space space space space space space space space space space space space space space space space space space space space space space space space

    Question 284
    CBSEENCH11007648

    How will you estimate phosphorus in an organic compound?

    Solution
    A known mass of the organic substance is heated with fuming nitric acid in Carius tube. Phosphorus present in the compound is oxidised to phosphoric acid (H3PO4). It is treated with magnesia mixture (MgCl2 + NH4Cl + NH4OH) when a precipitate of magnesium ammonium phosphate (MgNH4PO4) is obtained. It is ignited to obtain magnesium pyrophosphate (Mg2P2O7). From the mass of magnesium pyrophosphate, the percentage of phosphorus can be calculated.
    Organic compound         +     Fuming HNO3  rightwards arrow with Heat on top          H3PO4
    (Containing phosphorus)                                          Phosphoric acid
    space space straight H subscript 3 PO subscript 4 space rightwards arrow with left parenthesis Mg to the power of 2 plus end exponent space plus space NH subscript 4 superscript plus right parenthesis on top space stack MgNH subscript 4 PO subscript 4 6 straight H subscript 2 straight O with Magnesium space ammonium space phosphate below space space
space space space space space space space space space space space space space rightwards arrow from 1173 space straight K to Ignite of space stack Mg subscript 2 straight P subscript 2 straight O subscript 7 with Magnesium space pyrosphosphate below
    Calculations:
    Mass of the organic compound taken = Wg
             Mass space of space Mg subscript 2 straight P subscript 2 straight O subscript 7 space formed space space equals space ag
          Now space space space space space space space space space space space space space space space space Mg subscript 2 straight P subscript 2 straight O subscript 7 space identical to space space 2 straight P
2 cross times 24 plus 2 cross times 31 plus 7 cross times 16 space space space space space space space 2 cross times 31
equals space 222 space space space space space space space space space space space space space space space space space space space space space space space space space space space space equals 62
    Now 222 g of Mg2P2O7 contains phosphorus
                                                = 62 g
    therefore space space straight a space straight g space of space Mg subscript 2 straight P subscript 2 straight O subscript 7 space would space contain space phosphorus
space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space equals space 62 over 222 cross times space straight a space straight g
Hence space percentage space of space phosphorus
space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space space equals fraction numerator 62 space cross times straight a space cross times 100 over denominator 222 space cross times space straight W end fraction
    Question 285
    CBSEENCH11007649

    Determine the percentage of phosphorus in an organic compound weighing 0.155 of which gave 0.111 g of Mg2P2O7 in a Carius tube.

    Solution

    Mass of organic compound taken = 0.155 g
    Mass of Mg subscript 2 straight P subscript 2 straight O subscript 7 formed = 0.111 g
    Now 222 g of Mg subscript 2 straight P subscript 2 straight O subscript 7 contains phosphorus  = 62 g
    therefore space space 0.111 space straight g space of space Mg subscript 2 straight P subscript 2 straight O subscript 7 space would space contain space phosphorus space
space space space space space space equals space 62 over 222 cross times space 0.111
space Percentage space of space phosphorus space space equals space fraction numerator 62 space cross times space 0.111 space cross times space 100 over denominator 222 space cross times space 0.155 end fraction space
space space space space space space space equals space 20.0 space percent sign

    Question 286
    CBSEENCH11007650

    Draw formulas for the first five members of each homologous series beginning with the following compounds.
    (a) H–COOH
    (b) CH3COCH3
    (c) H–CH=CH2

    Solution

    First five-member of given compounds:
    a) H-COOH
    i) H-COOH, =  methanoic acid
    ii)CH3COOH, = Ethanoic acid
    iii)CH3CH2COOH=proponic acid
    iv)CH3CH2CH2COOH= butanoic acid
    v) CH3CH2CH2CH2COOH= pentanoic acid
    (b) CH3COCH3 
    i) CH3COCH3 =2-propanone 
    ii)CH3CH2COCH3=2-butanone .
    iii)CH3CH2CH2COCH3=2-pentanone 
    iv)CH3CH2CH2CH2COCH3=2-hexanone
    v)CH3CH2CH2CH2CH2COCH3= 2-heptanone

    (c) H–CH=CH2
    i) CH2=CH2   = ethene
    ii) CH3CH2=CH2= Propene
    iii) CH3CH2CH2=CH2 =Butene
    iv) CH3CH2CH2CH2=CH2 =pentene
    v) CH3CH2CH2CH2CH2=CH2 =Hexene

    Question 287
    CBSEENCH11007651

    What are electrophiles and nucleophiles? Explain with examples.

    Solution
    (i) Electrophiles (Electrophilic reagents): Electrophiles are electron loving chemical species having an atom which is deficient in electrons. There are two types of electrophiles:
    (a) Positively charged ions or positive electrophiles: These are deficient in electrons and carry a positive charge. For example H+ (hydrogen ion) 
    space space straight H subscript 3 straight O to the power of plus space left parenthesis hydronium space ion right parenthesis comma space space NO subscript 2 superscript plus left parenthesis Nitronium space ion right parenthesis comma
space space space space Br to the power of plus left parenthesis Bromonium space ion right parenthesis
     
    etc.

    (b) Neutral electrophiles. These are electrophilic reagents in which the electron deficient atom does not carry any charge. For example, AlCl3, FeCl3, BF3, SnCl4. Carbenes also act as electrophiles because the carbon in them has only six electrons.

    Since both positively charged and neutral electrophiles are short by a pair of electrons, they have strong tendency to attract electrons from other sources and hence behave as Lewis acids.

    Electrophiles always attack the substrate molecule at the point of high electron density.

    (ii) Nucleophiles (or Nucleophilic reagents): Nucleophiles are nucleus loving chemical species containing an atom having an unshared or lone pair of electrons. Nucleophiles are two types:
    (a) Negatively charged ions or Negative nucleophiles: These have excess electron pairs I and carry a negative charge. For example OH J (hydroxyl ion), X (halide ion), RO (alkoxide ion), CN (cyanide ion) and carbanions.
    (b) Neutral nucleophiles: These are I nucleophilic reagents which contain atoms with lone pairs of electrons but do not carry any charge. For example, (water); colon NH subscript 3 left parenthesis ammonia right parenthesis comma
     
    (ethers) etc. 
    Since both negatively charged and neutral nucleophiles contain at least one unshared pair of electrons, they have strong tendency to donate this pair of electrons to electron deficient species and hence behave as Lewis bases.


    Question 288
    CBSEENCH11007652

    Describe the method, which can be used to separate two compounds with different solubilities in a solvent S.

    Solution

    The two compounds with different solubilities in a solvent S can be separated by the method of crystallisation. Crystallisation is used to separate two compounds with different solubilities in a solvent 'S'. the less soluble component will crystallise first then and the more soluble component will crystallise on heating again and then cool it. This process is known as fractional crystallisation.

    Question 289
    CBSEENCH11007653

    What is the difference between distillation, distillation under reduced pressure and steam distillation?

    Solution

     

    Simple Distillation: A large number of a liquid boil under ordinary pressure without decomposition. If they contain non-volatile impurities, they are purified by simple distillation. In this method, the impure liquid is vaporised by heating. The vapours formed are passed through a condenser whereas non-volatile impurities are left behind. Condensation of the vapours gives back the liquid in pure form which is collected in a separate vessel.
    Distillation under Reduced pressure:Some liquids decompose on boiling under atmospheric pressure. such liquids cannot be purified by simple distillation. they are generally purified by distillation under a reduced pressure.
    In this method, the pressure on the liquid surface is reduced with the help of a suitable pump. The liquid, therefore, boils and distills at a temperature which is much lower than its normal boiling point. Thus, decomposition of the liquid is prevented.

    Steam Distillation: This technique is applied to separate substances which are steam volatile and are immiscible with water. In steam distillation, steam from a steam generator is passed through a heated flask containing the liquid to be distilled. The mixture of steam and the volatile organic compound is condensed and
    collected. The compound is later separated from water using a separating funnel. In steam distillation, the liquid boils when the sum of vapour pressures due to the
    organic liquid (p1) and that due to water (p2) becomes equal to the atmospheric pressure (p), i.e. p =p1+ p2. Since p1 is lower than p, the organic liquid vaporises
    at lower temperature than its boiling point.


     

    Question 290
    CBSEENCH11007654

    Differentiate between the principle of estimation of nitrogen in an organic compound by: (i) Dumas method and (ii) Kjeldahl’s method.

    Solution

    There are two methods for estimation of nitrogen: (i) Dumas method and (ii) Kjeldahl’s method.
    (i) Dumas method: The nitrogen-containing organic compound, when heated with copper oxide in an atmosphere of carbon dioxide, yields free nitrogen in addition to carbon dioxide and water.
    CxHyNz + (2x + y/2) CuO ⎯→
    x CO2 + y/2 H2O + z/2N2 + (2x + y/2) Cu
    Traces of nitrogen oxides formed if any are reduced to nitrogen by passing the gaseous mixture over a heated copper gauze. The mixture of gases so produced is collected over an aqueous solution of potassium hydroxide which absorbs carbon dioxide. Nitrogen is collected in the upper part of the graduated tube.

    ii) Kjeldahl’s method: The compound containing nitrogen is heated with concentrated sulphuric acid. Nitrogen in the compound gets converted to ammonium sulphate. The resulting acid mixture is then heated with an excess of sodium  hydroxide. The liberated ammonia gas is absorbed in an excess of a standard solution of sulphuric acid.

    The amount of ammonia produced is determined by estimating the amount of sulphuric acid consumed in the reaction.
    organic space compound space plus straight H subscript 2 SO subscript 4 space rightwards arrow left parenthesis NH subscript 4 right parenthesis subscript 2 SO subscript 4
left parenthesis NH subscript 4 right parenthesis subscript 2 SO subscript 4 space rightwards arrow with 2 NaOH on top space Na subscript 2 SO subscript 4 space plus 2 NH subscript 3 space plus 2 straight H subscript 2 straight O
2 NH subscript 3 space plus straight H subscript 2 SO subscript 4 space rightwards arrow left parenthesis NH subscript 4 right parenthesis subscript 2 SO subscript 4

    Question 291
    CBSEENCH11007655

    Give a brief description of the principles of the following techniques taking an example in each case. 
    (a) Crystallisation    (b) Distillation      
    (c) Chromatography

    Solution

    Crystallisation:
    This is a most common method for the purification of solid organic compounds. It is based on the fact that certain organic compounds are partly soluble in a solvent at room temperature and solubility increases with increases in temperature. Example: separation of sugar from a mixture of sugar and common salt by using ethanol.

    Distillation:
    This method is based on the principle that at constant pressure every pure liquid boils at a definite temperature called its boiling point. The method is used for the purification of those liquids which boil without decomposition provided the impurities are non-volatile. The method is applied for the purification when the two liquid differs in the boiling points by 30-50K.
    Chromatography
    The technique dependes on the distribution of the mixture between two phases, one fixed and the other mobile. The fixed phase may bean absorbent column (a solid chemical compound) or a paper strip. The moving phase may be a liquid or gas. the mixture to be separted is dissolved in the moving phase and passed over the fixed phase. There are three types of chromatography.
    i) adsorption chromatography
    ii) partition chromatography
    iii) gas chromatography

    Question 292
    CBSEENCH11007656

    Discuss the principle of estimation of halogens, sulphur and phosphorus present in an organic compound.

    Solution

    Estimation of phosphorus:
    A known mass of an organic compound is heated with fuming nitric acid whereupon phosphorus present in the compound is oxidised to phosphoric acid. It is precipitated as ammonium phosphomolybdate, (NH4)3 PO4.12MoO3, by adding ammonia and ammonium molybdate. Alternatively, phosphoric acid may be precipitated as MgNH4PO4 by adding magnesia mixture which on ignition yields Mg2P2O7.
    Estimation of halogens: 

    Carius method: A known mass of an organic compound is heated with fuming nitric acid in the presence of silver nitrate contained in a hard glass tube known as Carius tube, in a furnace. Carbon and hydrogen present in the compound are oxidised to carbon dioxide and water. The halogen present forms the corresponding silver halide (AgX). It is filtered, washed, dried and weighed.


    Estimation of sulphur:
    A known mass of an organic compound is heated in a Carius tube with sodium peroxide or fuming nitric acid. Sulphur present in the compound is oxidised to sulphuric acid. It is precipitated as barium sulphate by adding an excess of barium chloride solution in water. The precipitate is filtered, washed, dried and weighed.

    Question 293
    CBSEENCH11007657

    Why is nitric acid added to sodium extract before adding silver nitrate for testing halogens?

    Solution

    In the test of halogens from sodium extract, a small amount of dilute HNO3 is added. This is because in testing the halogen from the Lassigne's extract, it contains halogens. IN case nitrogen and sulphur are also present along with halogens in the organic compound, then along with sodium halide compound, we also get sodium sulphide and sodium cyanide.
    Nitric acid decomposes sodium cyanide and sodium halide. else, they precipitate in test and misguide the result.
    NaCN +HNO3 -> NaNO3 +HCl
    Na2S +2HNO3 ->2NaNO3 + H2S
    Therefore, dilute nitric acid is added before testing halogens to expel all the gases if evolved.

    Question 295
    CBSEENCH11008040

    The hottest region of Bunsen flame shown in the figure below is:


    • region 2

    • region 3

    • region 4

    • region 1

    Solution

    A.

    region 2

    region 1 (pre-heating zone)
    region 2 ( Primary combustion zone, hottest zone)
    region 3 (Internal zone)
    region 4 (secondary reaction zone)

    Question 296
    CBSEENCH11008041

    The distillation technique most suited for separating glycerol from spent-lye in the soap industry is:

    • fractional distillation

    • steam distillation

    • distillation under reduced pressure

    • simple distillation

    Solution

    C.

    distillation under reduced pressure

    Glycerol with high boiling point (290oC) can be separated from spent lye by distillation under reduced pressure. This process is used to purify liquids having very high boiling points. By this process, the liquid is made to boil at a lower temperature than its boiling point by lowering the pressure on its surface.

    Question 298
    CBSEENCH11008087

    Which branched chain isomer of the hydrocarbon with molecular mass 72u gives only one isomer of mono substituted alkyl halide?

    • Tertiary butyl chloride

    • Neopentane

    • Isohexane

    • Neohexane

    Solution

    B.

    Neopentane

    CnH2n+2 = 12n+ (2n+2)
    n=5
    Thus, hydrocarbon is C5H12

    Since it gives only single C5H11Cl, thus C5H12 is symmetrical. It is neo pentane.

    Molar mass = 72
    Question 299
    CBSEENCH11008093
    Question 300
    CBSEENCH11008116

    Which of the following molecules is least resonance stabilized?

    Solution

    D.

    is non-aromatic and hence least reasonance stabilized.
    Question 301
    CBSEENCH11008122

    The IUPAC name of neopentane is

    • 2-methylbutane

    • 2, 2-dimethylpropane

    • 2-methylpropane

    • 2,2-dimethylbutane

    Solution

    B.

    2, 2-dimethylpropane

    D.

    2,2-dimethylbutane

    neopentane is 2, 2 dimethyl propane

    Question 302
    CBSEENCH11008130

    The electrophile, E attacks the benzene ring to generate the intermediate σ-complex. Of the following, which σ-complex is of lowest energy? 

    Solution

    B.

    -NO2 is electron withdrawing which will destabilize σ - complex. 

    Question 307
    CBSEENCH11008155
    Question 312
    CBSEENCH11008212

    The ammonia evolved from the treatment of 0.30 g of an organic compound for the estimation of nitrogen was passed in 100 mL of 0.1 M sulphuric acid. The excess of acid required 20 mL of 0.5 M sodium hydroxide solution hydroxide solutio for complete neutralization. The organic compound is

    • acetamide

    • thiourea

    • urea

    • benzamide

    Solution

    C.

    urea

    Using Kjeldhal Process to calculate the percentage of nitrogen inorganic compound.
    Let unreacted 0.1 M (= 0.2 N) H2SO4 = V'mL
    Therefore, 20 mL of 0.5 M NaOH = V' mL ofg 0.2 NH2SO4
    ∴ 20 x 0.5 =V' x 02
    ∴ V' = 50 mL
    used H2SO4 = 100-50 = 50 mL
    therefore %Nitrogen = 14NV/w
    Where N = normality of H2SO4
    V = volume of H2SO4 used
    % Nitrogen = 1.4 x 0.5 x 50/0.30 = 46.67%
    Urea = NH2CONH2 = 28 x 100/60 = 46.67%

    Question 313
    CBSEENCH11008220

    When metal  ‘M’ is treated with NaOH, a white gelatinous precipitate ‘X’ is obtained, which is soluble in excess of NaOH. Compound ‘X’ when heated strongly gives an oxide which is used in chromatography as an adsorbent. The metal ‘M’ is

    • Fe

    • Zn

    • Ca

    • Al

    Solution

    D.

    Al

    Al + 3H2O NaOH Al(OH)3 + 32H2 (g)Al(OH)3  Al2O3 + 3H2O

    Al(OH)3 = white gelatinous ppt.soluble in excess of NaOH and form Na[Al(OH)4]

    Al2O3 used as an adsorbent in chromatography So metal is Al.

    Question 315
    CBSEENCH11008264

    The order of stability of the following tautomeric compound is 

    • I>Ii>III

    • III > II>I

    • Ii> I> III

    • II> III> I

    Solution

    B.

    III > II>I

    The rolls of beta-dicarbonyl compounds are more stable because of conjugation and intramolecular H-bonding. Thus, the order of stability is,

    Less stable as (=) bond is not in conjugation with carbonyl group.

    Question 316
    CBSEENCH11008265

    The radical  because it has

    • 6 p -orbitals and 6 unpaired electrons

    • 7 p- orbitals and 6 unpaired electrons

    • 7 p- orbitals and 7 unpaired electrons

    • 6 p- orbitals and 7 unpaired electrons

    Solution

    A.

    6 p -orbitals and 6 unpaired electrons

    Due to the presence of 6p -orbitals and 6 unpaired electrons, it is aromatic in nature as these unpaired electrons delocalised in p-orbitals. 

    Question 317
    CBSEENCH11008266

    The structure of isobutyl group in an organic compound is

    Solution

    A.

    'Iso' mean one Me group is present six chain. Hence, the structure of isobutyl group in an organic compound is

    (Yl' suffix is used to represent one -H less than the parent hydrocarbon.)

    Question 318
    CBSEENCH11008280

    Which of the statements is not true?

    • On passing H2S through acidified K2Cr2O7 solution, milky colour is observed.

    • Na2Cr2O7 is preferred over K2Cr2O7 in volumetric analysis

    • Na2Cr2O7 solution in acidic medium is orange

    • K2Cr2O7 solution becomes yellow on increasing the pH beyond 7

    Solution

    B.

    Na2Cr2O7 is preferred over K2Cr2O7 in volumetric analysis

    Being hygroscopic, sodium dichromate Na2Cr2O7 cannot be used in volumetric analysis. All other given statements are true.

    Question 319
    CBSEENCH11008283

    Which nomenclature is not according to IUPAC system?

    Solution

    A.

    In IUPAC system of nomenclature preference is given to multiple bonds than halogen substituent, so the correct name of
    stack Br minus straight C with 3 on top straight H subscript 2 minus straight C with 2 on top straight H equals straight C with 1 on top straight H subscript 2 with 3 minus bromoprop minus 1 minus ene below

    Question 320
    CBSEENCH11008284
    Question 321
    CBSEENCH11008295
    Question 322
    CBSEENCH11008310

    The Lassaigne's extract is boiled with conc HNO3 while testing for halogens. By doing so it

    • helps in the precipitation of AgCl

    • increases the solubility product of AgCl

    • increases the concentration of NO3- ions

    • decomposes Na2S and NaCN, if formed

    Solution

    D.

    decomposes Na2S and NaCN, if formed

    Na2S and NaCN, if present in the extract, will be decomposed to H2S and HCN by HNO3.
    NaCN + HNO3 → NaNO3 + HCN
    Na2S +2HNO3 → 2 NaNO3 + H2S
    These will escape from the solution and will not interfere with the test for halogens.

    Question 324
    CBSEENCH11008320

    Which one of the following is most reactive towards electrophilic reagents?

    Solution

    A.


    (o - cresol)

    Due to +M effect of -OH group and hyperconjugation of -CH3 group, the benzene of o-cresol is highly reactive ring towards electrophilic substitution.
    Question 325
    CBSEENCH11008326

    Which of the following statement is correct for a nucleophile? 

    • Nucleophile is s Lewis acid

    • Ammonia is a nucleophile

    • Nucleophiles attack low electrons density sites

    • Nucleophiles are not electron seeking

    Solution

    A.

    Nucleophile is s Lewis acid

    Nucleophiles are electron rich species. Hence, act as a Lewis base but not Lewis acid.

    Question 326
    CBSEENCH11008345

    The number of structural isomers possible from the molecular formula C3H9N is 

    • 4

    • 5

    • 2

    • 3

    Solution

    A.

    4

    Structural isomers of C3H9N are 

    Question 328
    CBSEENCH11008347

    Liquid hydrocarbons can be converted to a mixture of gaseous hydrocarbons by

    • oxidation

    • cracking

    • distillation under reduced pressure

    • hydrolysis

    Solution

    B.

    cracking

    Lower hydrocarbon exists in a gaseous state while higher ones are in liquid state or solid state.
    On cracking or pyrolysis, the hydrocarbon with higher molecular mass gives a mixture of hydrocarbons having lower molecular mass. Hence, we can say that by cracking a liquid hydrocarbon can be converted into a mixture of gaseous hydrocarbons.

    Question 329
    CBSEENCH11008356

    In the following the most stable conformation of n-butane is

    Solution

    B.

    The conformation in which the heavier groups are present at maximum possible distances so that the forces of repulsion get weak is more stable. 
    Among the given conformations of n- butane, the conformation is shown in option (b) ie, anti conformation is most stable as in it the bulkier groups I(ie, CH3 group) are present at the maximum possible distance. 

    Question 330
    CBSEENCH11008371

    Which of the following species is not electrophilic in nature? 

    • Cl+

    • BH3

    • H3O+

    • N+O2

    Solution

    C.

    H3O+

    Electrophiles are electron deficient species. Among the given H3O+ has lone pair of electron for donation, thus, it is not electron deficient and hence, does not behave like an electrophile.

    Question 331
    CBSEENCH11008382

    The IUPAC name of the compound having the formula CH identical to space straight C minus CH space equals CH subscript 2

    • 3-butene-1-yne

    • 1-butyn-3-ene

    • but-1-yne-3-ene

    • 1-butene-3 -yne

    Solution

    D.

    1-butene-3 -yne

    Double bond have preference over triple bond while naming stack straight C with 4 on top straight H identical to straight C with 3 on top minus straight C with 2 on top straight H equals straight C with 1 on top straight H subscript 2 with 1 minus butene minus 3 minus yne below

    Question 332
    CBSEENCH11008416

    The stability of carbanions in the following

    1 right parenthesis space RC space identical to straight C with minus on top straight H
space 2 right parenthesis space straight C subscript 6 straight H subscript 5 to the power of minus
3 right parenthesis space straight R subscript 2 straight C space equals space straight C to the power of minus straight H
4 right parenthesis space straight R subscript 3 straight C space equals space straight C to the power of minus straight H

    is in the order of 

    • (1) > (2) > (3) > (4)

    • (2) > (3) > (4) > (1)

    • (4) > (2) > (3)  > (1)

    • (1) > (3) > (2) ) (4)

    Solution

    A.

    (1) > (2) > (3) > (4)

    When s character increases, then electrons becomes more closer to the nucleus and structure is of lower energy and is more stable.
    The stability order of carbanions is as:
    RC space identical to straight C to the power of negative space end exponent space greater than thin space straight C subscript 6 straight H to the power of minus subscript 5 space greater than thin space straight R subscript 2 space straight C space equals space straight C to the power of minus straight H space greater than thin space straight R subscript 3 straight C space minus space straight C to the power of minus straight H subscript 2

    Question 333
    CBSEENCH11008440

    The general molecular formula, which represents the homologous series of alkanols is:

    • CnH2nO2

    • CnH2nO

    • CnH2n+1O

    • CnH2n+2O

    Solution

    D.

    CnH2n+2O

    Alkanols are the derivatives of alkanes which are derived from the replacement of -H of alkanes with -OH (hydroxyl groups)

    Question 336
    CBSEENCH11008463

    The most suitable method of separation of 1 : 1 mixture of ortho and para-nitrophenols is

    • Sublimation

    • Chromatography

    • Crystallisation

    • Steam distillation

    Solution

    D.

    Steam distillation

    Steam distillation is the most suitable method of separation of 1: 1 mixture of ortho and para nitrophenols as there are intramolecular H-bonds in ortho nitrophenol.

    Question 337
    CBSEENCH11008464

    Which one of the following pairs of species has the same bond order?

    • CO, NO

    • O2, NO+

    • CN, CO

    • N2, O2

    Solution

    D.

    N2, O2

    CN() and CO have bond order 3 each.

    Question 339
    CBSEENCH11008469

    Which of the following is correct with respect to – I effect of the substituents? (R = alkyl)

    • -NH2 <- OR < - F

    • -NR2 <- OR <-F

    • -NR2 >-OR>-F

    • -NH2>-OR>-F

    Solution

    A.

    -NH2 <- OR < - F

    -I effect increases on increasing electronegativity of the atom. So, the correct order of -I effect is

    -NH2 <-OR < -F

    Also, 

    -NR2<-OR<-F

     

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