Reaction of propanamide with Br2/KOH(aq) produces :
(A)Ethylnitrile
(B)Propylamine
(C)Propanenitrile
(D)Ethylamine✓ Correct
Answer: (D)
Solution
Treating an amide with bromine and alkali is the Hofmann bromamide degradation, in which the carbonyl carbon is lost and the group attached to it migrates to nitrogen, so the product is a primary amine having one carbon fewer than the amide. Propanamide, with three carbons, is thereby converted into a two-carbon primary amine, ethylamine.
JEE Main · 2023 · 29 Jan 2023 · Shift 2 · Single correct option