Carboxylic Acids and their Derivatives 1 Question 1

2. In the reaction,

$$ \mathrm{CH}{3} \mathrm{COOH} \xrightarrow{\mathrm{LiAlH}{4}} A \xrightarrow{\mathrm{PCl}_{5}} B \xrightarrow{\text { Alc. } \mathrm{KOH}} C $$

The product $C$ is

(2014 Main)

(a) acetaldehyde

(b) acetylene

(c) ethylene

(d) acetyl chloride

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Answer:

Correct Answer: 2. (b)

Solution:

  1. This problem is based on successive reduction, chlorination and elimination reaction. To solve such problem, use the function of the given reagents.

(i) $\mathrm{LiAlH}_{4}$ causes reduction

(ii) $\mathrm{PCl}_{5}$ causes chlorination

(iii) Alc. $\mathrm{KOH}$ causes elimination reaction

$\mathrm{CH}{3} \mathrm{COOH} \xrightarrow{\mathrm{LiAlH}{4}} \mathrm{CH}{3} \mathrm{CH}{2} \mathrm{OH}$

(A)

$$ \xrightarrow{\mathrm{PCl}{5}} \underset{(B)}{\mathrm{CH}{3} \mathrm{CH}{2} \mathrm{Cl}} \xrightarrow[-\mathrm{HCl}]{\mathrm{Alc. \textrm {KOH }}} \underset{\substack{(C) \ \text { Ethylene }}}{\mathrm{CH}{2}}=\mathrm{CH}_{2} $$