The major products A and B from the following reactions are:
(A)A= (see structure) B= (see structure)AB
(B)A= (see structure) B= (see structure)AB
(C)(see structures)AB
(D)(see structures)AB✓ Correct
Answer: (D)
Solution
Acetanilide reacts along two paths. With bromine in acetic acid, a mild electrophilic bromination occurs, and the acetamido group directs the single incoming bromine mainly to the para position, so product A is p-bromoacetanilide. With lithium aluminium hydride, the amide carbonyl is reduced to a methylene group, converting the −NHCOCH3 unit into −NHCH2CH3, so product B is N-ethylaniline. The pair is p-bromoacetanilide and N-ethylaniline.
JEE Main · 2023 · 06 Apr 2023 · Shift 1 · Single correct option