Question

The major product formed in the following reaction is

• A.
• B.
• C.
• D.

Answer 1

The Correct Option is C

The given reaction involves the reduction of a carboxylic acid and an ester group using lithium aluminum hydride (LiAlH₄), followed by acid hydrolysis. Let's break down the problem step by step: 

1. The starting compound is a bicyclic molecule with a carboxylic acid and an ester group attached to the same carbon. The groups are CO₂H and CO₂Et, respectively.
2. LiAlH₄ is a strong reducing agent that converts carboxylic acids and esters into primary alcohols:
   • The carboxylic acid (CO₂H) is reduced to a primary alcohol (CH₂OH).
   • The ester (CO₂Et) is reduced to two primary alcohols (resulting in CH₂OH and releasing ethanol).
3. The reaction undergoes acid hydrolysis with H₃O⁺, ensuring the completion of the reduction process.
4. Based on the sequence of reactions, the bicyclic structure is retained, and both functional groups are reduced to alcohols.

Therefore, the major product of the reaction is the compound with both the carboxylic acid and ester groups reduced to primary alcohols.