Organic Chemistry – Some Basic Principles and Techniques

Question
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
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

Sponsor Area

Question
CBSEENCH11007639

During nitrogen estimation present in an organic compound by Kjeldahl’s method, the ammonia evolved from 0.5g of the compound in Kjeldahl’s estimation of nitrogen neutralised 10 mL of 1M H2SO4. Find the percentage of nitrogen in the compound.

Solution

Mass of the organic compound taken  = 0.5 g
Volume of 1 MH subscript 2 SO subscript 4 required for neutralising ammonia = 10 mL
  therefore space space 10 space mL space of space 1 straight M space straight H subscript 2 SO subscript 4 space equals space 20 space mL space of space 1 straight M space NH subscript 3
Now space 1000 space mL space of space 1 straight M space ammonia space contains space 14 space straight g space nitrogen
space space space space space space space therefore space space space 20 space mL space of space 1 straight M space ammonia 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 space space space space space space space space space space space space space space space space space equals 14 over 100 cross times 20 space straight g space nitrogen
therefore space space space Percentage space of space nitrogen space equals space fraction numerator 14 space cross times space 20 over denominator 1000 end fraction cross times fraction numerator 100 over denominator 0.5 end fraction space equals space 56.0 percent sign

Sponsor Area

Question
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