MCQEasyJEE 2023Amines (Classification & Properties)

JEE Chemistry 2023 Question with Solution

Reaction of propanamide with Br2/KOHBr_2/KOH (aq)\text{(aq)} produces:

  • A

    Ethyl nitrile

  • B

    Propylamine

  • C

    Propanenitrile

  • D

    Ethylamine

Answer

Correct answer:D

Step-by-step solution

Standard Method

Given: Reaction of propanamide with Br2/KOHBr_2/KOH (aq)\text{(aq)}.

Find: The product formed.

This reaction is the Hofmann bromamide reaction, where amides are converted to primary amines with one fewer carbon atom.

For propanamide (CH3CH2CONH2)\left(\text{CH}_3\text{CH}_2\text{CONH}_2\right):

CH3CH2CONH2Br2/KOHCH3CH2NH2  (Ethylamine)\text{CH}_3\text{CH}_2\text{CONH}_2 \xrightarrow{\text{Br}_2/\text{KOH}} \text{CH}_3\text{CH}_2\text{NH}_2\; (\text{Ethylamine})

Therefore, the product is ethylamine, so the correct option is D.

Common mistakes

  • Confusing Hofmann bromamide reaction with simple reduction of an amide. That is incorrect because Hofmann degradation removes one carbon atom from the carbon chain. The product should be a primary amine with one fewer carbon, not propylamine.

  • Choosing a nitrile as the product. That is incorrect because Br2/KOHBr_2/KOH with an amide does not form a nitrile here; it causes rearrangement to a primary amine. Use the Hofmann bromamide rule instead.

Practice more Amines (Classification & Properties) questions

Get unlimited AI-adaptive practice, mastery tracking, and an AI tutor that explains every step — free to start.

Related questions