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: Identify the reaction.
The given reaction uses Na in liquid NH\(_3\), followed by EtODThis is a Birch reduction reaction

Step 2: Effect of methoxy group.
Anisole contains a methoxy group, which is an electron-donating groupIn Birch reduction of anisole, the double bond remains attached to the carbon bearing the methoxy group

Step 3: Role of EtOD.
EtOD acts as the deuterium sourceTherefore, the positions where protonation normally occurs will receive deuterium instead of hydrogen

Step 4: Product formation.
In anisole, Birch reduction gives a non-conjugated cyclohexadiene productThe deuterium atoms are incorporated at the reduced carbon positions, giving the product shown in option (B)

Step 5: Conclusion.
\[ \boxed{\text{B}} \]