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AIPMT PRELIMS2005Chemistry-Organic Chemistry

AIPMT PRELIMS 2005 Chemistry Reactions of Carboxylic Acids MCQ Question

Type: MCQ-conceptual-Medium-Class 12

In a set of reactions, acetic acid yielded a product D.

CH3COOH→SOCl2A→Anhyd. AlCl3BenzeneB→HCNC→HOHD\text{CH}_3\text{COOH} \xrightarrow{\text{SOCl}_2} \text{A} \xrightarrow[\text{Anhyd. AlCl}_3]{\text{Benzene}} \text{B} \xrightarrow{\text{HCN}} \text{C} \xrightarrow{\text{HOH}} \text{D}

The structure of D would be :

A

C∣CH3OH∣−COOH\overset{\substack{\text{OH} \\ |}}{\underset{\substack{| \\ \text{CH}_3}}{\text{C}}} - \text{COOH}

B

CH2−C∣OHCOOH∣−CH3\text{CH}_2 - \overset{\substack{\text{COOH} \\ |}}{\underset{\substack{| \\ \text{OH}}}{\text{C}}} - \text{CH}_3

C

CH2−C∣CNOH∣−CH3\text{CH}_2 - \overset{\substack{\text{OH} \\ |}}{\underset{\substack{| \\ \text{CN}}}{\text{C}}} - \text{CH}_3

D

C∣OHCN∣−CH3\overset{\substack{\text{CN} \\ |}}{\underset{\substack{| \\ \text{OH}}}{\text{C}}} - \text{CH}_3

Correct Answer

Option A

Detailed Explanation

The reaction sequence involves the conversion of acetic acid to an acyl chloride, followed by Friedel-Crafts acylation, and subsequent reactions leading to the formation of a cyanohydrin. The structure with a CN group attached to a benzene ring is the correct product.

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