Question

What is the major product in the following reaction sequence?

• A.

  

• B.

  

• C.

  

• D.

  

Answer 1

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.