Question

The major product W formed in the following reaction is

• A. A
• B. B
• C. C
• D. D

Hint:

In Birch reduction of anisole, the methoxy-substituted carbon remains part of a double bond, and deuterium from EtOD is added at the reduced positions

Answer 1

The Correct Option is B

Step 1: Name the reaction.
Sodium in liquid ammonia with an alcohol source is a Birch reduction. Here EtOD supplies deuterium in place of the usual proton.

Step 2: Effect of the methoxy group.
The methoxy group donates electrons, so in anisole the remaining double bonds stay on the carbon that carries the methoxy group.

Step 3: Place the deuterium.
The carbons that are reduced pick up deuterium from EtOD, giving a non-conjugated diene with two D atoms.

Step 4: Answer.
\[ \boxed{\text{B}} \]