Question

Which of the following produce(s) tert-butylbenzene as the major product?

• A.
• B.
• C.
• D.

Answer 1

Answer: (B), (C), (D)

The correct options are
B
C
D

(a) This reaction goes via a $S_{N}2$ pathway where $NaOEt$ facilitates elimination in tert-butyl bromide and inhibit the reaction to go further.

In the other cases, reaction goes via a $S_{N}1$ pathway where tert-butyl benzene is formed via the rearrangement of carbocation.