Question:
The major product (F) in the following reaction is
The major product (F) in the following reaction is
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Benzyne mechanism:
Strong base + aryl halide
Mixture of products possible
Electron donating groups often give meta substitution
Updated On: Mar 2, 2026
- o-Anisidine
- m-Anisidine
- p-Anisidine
- p-Chloroaniline
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Verified By Collegedunia
The Correct Option is B
Solution and Explanation
Concept:
NaNH\(_2\) in liquid NH\(_3\) causes elimination-addition via benzyne mechanism.
Step 1: Reaction type
Aryl halide + strong base \( \rightarrow \) benzyne intermediate.
Step 2: Orientation
Benzyne allows nucleophilic attack at either adjacent carbon.
Methoxy group is electron donating and directs nucleophile away due to destabilization of adjacent carbanion.
Thus meta substitution becomes dominant.
Conclusion:
Major product = m-anisidine.
NaNH\(_2\) in liquid NH\(_3\) causes elimination-addition via benzyne mechanism.
Step 1: Reaction type
Aryl halide + strong base \( \rightarrow \) benzyne intermediate.
Step 2: Orientation
Benzyne allows nucleophilic attack at either adjacent carbon.
Methoxy group is electron donating and directs nucleophile away due to destabilization of adjacent carbanion.
Thus meta substitution becomes dominant.
Conclusion:
Major product = m-anisidine.
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