JEE Main · 2023 · 06 Apr 2023 · Shift 1 · Chapter_pending

The major products A and B from the following reactions are:

(A) $A =$ (see structure) $B =$ (see structure)
A
B
(B) $A =$ (see structure) $B =$ (see structure)
A
B
(C)(see structures)
A
B
(D)(see structures)
A
B
✓ 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

- NHCOC H_{3}

unit into

- NHC H_{2} C H_{3}

, 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

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