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Question

What is the major product in the following reaction sequence?


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Solution

The correct option is A

The explanation for the correct option:

(A)

  1. When 4-methyl aniline reacts with acetic anhydride, it forms 4-methyl acetanilide.
  2. The acetanilide group is more electron-donating than the methyl group attached.
  3. It shows a +M effect and therefore the incoming electrophile that is bromine will attack the ortho position concerning the acetanilide group.


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