Which amide gives propan-1-amine, CH3CH2CH2NH2, on treatment with Br2 + NaOH?

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Which amide gives propan-1-amine, $CH X_{3} CH X_{2} CH X_{2} NH X_{2}$ , on treatment with $Br X_{2} + NaOH$ ?

Apropanamide, $CH X_{3} CH X_{2} CONH X_{2}$
BN-methylpropanamide
Cbutanamide, $CH X_{3} CH X_{2} CH X_{2} CONH X_{2}$
D2-methylpropanamide

Answer: C

In Hofmann bromamide degradation the amine has one carbon less than the amide because the carbonyl carbon is lost. Propan-1-amine has three carbons, so the amide must have four carbons in an unbranched chain: butanamide. Propanamide would give ethanamine, and N-substituted amides do not undergo the reaction.

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Which amide gives propan-1-amine, CHX3​CHX2​CHX2​NHX2​, on treatment with BrX2​+NaOH?

Answer: C

More questions on Preparation of amines: Gabriel, Hofmann bromamide, reduction routes

Which amide gives propan-1-amine, $CH X_{3} CH X_{2} CH X_{2} NH X_{2}$ , on treatment with $Br X_{2} + NaOH$ ?