Question:

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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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.
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