Question

$straight a right parenthesis space Write space the space structure space of space straight A space and space straight B space in space the space following space reactions colon straight i right parenthesis thin space CH subscript 3 COCl space rightwards arrow with straight H subscript 2 space Pd minus space BaSO subscript 4 on top space straight A space rightwards arrow with straight H subscript 2 straight N minus OH on top space straight B ii right parenthesis thin space CH subscript 3 MgBr space rightwards arrow from 2. straight H subscript 3 straight O to the power of plus to 1. space CO subscript 2 of space straight A space rightwards arrow with PCl subscript 5 on top space straight B$
b)
Distinguish between:
i) C₆H₅-COCH₃ and C₆H₅-CHO
ii) CH₃COOH and HCOOH

c) Arrange the following in the increasing order of their boiling points:
CH₃CHO,CH₃COOH,CH₃CH₂OH

Or

a) Write the chemical reaction involved in Wolff Kishner reduction.

b) Arrange the following in the increasing order of their reactivity towards nucleophilic addition reaction:
C₆H₅COCH₃, CH₃-CHO, CH₃COCH₃
c) why carboxylic acid does not give reactions of carbonyl group ?

d) Write the product in the following reaction

$CH subscript 3 CH subscript 2 CH equals CH minus CH subscript 2 CN space rightwards arrow from 2. space straight H subscript 2 straight O to 1. space left parenthesis straight i minus Bu right parenthesis subscript 2 divided by AlH of$

e) A and B are two functional isomers of compound C₃H₆O. On heating with NaOH and I₂, isomers B forms a yellow precipitate of iodoform whereas isomer A does not form any precipitate. Write the formulae of A and B.

Solution

straight i right parenthesis thin space CH subscript 3 COCl space rightwards arrow with straight H subscript 2 space Pd minus space BaSO subscript 4 on top space CH subscript 3 CHO space rightwards arrow with straight H subscript 2 straight N minus OH on top space CH subscript 3 CH equals straight N minus OH ii right parenthesis thin space CH subscript 3 MgBr space rightwards arrow from 2. straight H subscript 3 straight O to the power of plus to 1. space CO subscript 2 of space CH subscript 3 COOH space rightwards arrow with PCl subscript 5 on top space CH subscript 3 COCl

(i)Heat both compounds with NaOH and I₂, C₆H₅COCH₃ forms yellow ppt of CHI₃ whereas C₆H₅CHO does not.
(ii)Add ammoniacal solution of silver nitrate (Tollen’s reagent) to both the compounds, HCOOH gives silver mirror but CH₃COOH does not.

C) CH₃CHO < CH₃CH₂OH < CH₃COOH
Or
a)
b)C₆H₅COCH₃ < CH₃COCH₃ < CH₃CHO

d) $CH subscript 3 CH subscript 2 CH equals CH minus CH subscript 2 CN space rightwards arrow from 2. space straight H subscript 2 straight O to 1. space left parenthesis straight i minus Bu right parenthesis subscript 2 divided by AlH of space space CH subscript 3 CH subscript 2 CH equals CH minus CH subscript 2 CHO$
e) A : CH₃CH₂CHO B : CH₃COCH₃

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Aldehydes, Ketones And Carboxylic Acids

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Write the structures of the following reactions:

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