Question

\( \text{t-butyl} - \text{CH}_3 \text{C} - \text{CH}_2 \text{OH} \) can’t give decarboxylation while normally \( \alpha-\beta \) unsaturated acid give this reaction because

• A. t-butyl group has large size and does not let the \( \text{COOH} \) group to leave.
• B. t-butyl group can’t extract H from \( \text{COOH} \).
• C. t-butyl group stabilises the carbocation formed.
• D. t-butyl group does not allow this composition to convert to \( \beta-\gamma \)-unsaturated acid.

Hint:

In decarboxylation reactions, the steric hindrance of bulky groups like t-butyl affects the ability of the \( \text{COOH} \) group to leave.

Answer 1

The Correct Option is A

Step 1: Decarboxylation Mechanism.
Decarboxylation typically occurs when an \( \alpha-\beta \) unsaturated acid can stabilize the leaving group. The large size of the t-butyl group hinders the departure of the \( \text{COOH} \) group.
Step 2: Conclusion.
The correct answer is (A), t-butyl group has large size and does not let the \( \text{COOH} \) group to leave.