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Preparation of Carboxylic Acids

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Question

A compound $^{'} X^{'} (C_{2} H_{4} O)$ on oxidation gives $^{'} Y^{'} (C_{2} H_{4} O_{2}) .^{'} X^{'}$ undergoes haloform reaction. On treatment with $H C N^{'} X^{'}$ forms a product $^{'} Z$ which on hydrolysis gives $2 -$ hydroxy propanoic acid.
Name of the product when $^{'} X^{'}$ reacts with $d i l . N a O H$ .

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Solution

$3 -$ Hydroxybutanal.

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^{'} X^{'} (C_{2} H_{4} O)

on oxidation gives

^{'} Y^{'} (C_{2} H_{4} O_{2}) .^{'} X^{'}

undergoes haloform reaction. On treatment with

H C N^{'} X^{'}

forms a product

^{'} Z

which on hydrolysis gives

2 -

hydroxy propanoic acid.
Write down structures of

^{'} X^{'}

^{'} Y

Q. Compound 'A' reacts with

P C l_{5}

to give 'B' which on treatment with KCN followed by hydrolysis gave propanoic acid as the product. What is 'A'?

Q. A compound X decolourises

B r_{2}

water and reacts slowly with conc.

H_{2} S O_{4}

to give an addition product. X reacts with HBr to form Y.Y reacts with NaOH to form, Z, On oxidation Z gives hexan-3-one. X,Y and Z in the reactions are :

(C_{4} H_{8} O)

, which undergoes haloform reaction gives compound B on reduction. B on heating with sulphuric acid gives a compound C which forms mono-ozonide D. D on hydrolysis in presence of zinc dust gives only acetaldehyde E. Identify A, B, C, D and E. Write the reactions involved.

Q. An organic compound

A

with molecular formula

C_{3} H_{6} O

is resistant to oxidation but forms compound

B

C_{3} H_{8} O

on reduction, compound

B

H B r

C

C

M g

from Grignard reagent.

D

A

to form a product which on hydrolysis gives

E

A, B, C, D, E

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