What would be the product of the following reaction sequence?
A)p-bromobenzamide
B)p-bromobenzaldehyde oxime
C)p-bromobenzenesulfonamide
D)p-bromoaniline
E)4-bromo-3-chlorobenzoic acid

Question

What would be the product of the following reaction sequence? 
A)p-bromobenzamide 
B)p-bromobenzaldehyde oxime 
C)p-bromobenzenesulfonamide 
D)p-bromoaniline 
E)4-bromo-3-chlorobenzoic acid

Quizplus · Accepted Answer

The product of the given reaction sequence is p-bromoaniline. This can be obtained by converting the p-bromonitrobenzene to p-bromoaniline using a reducing agent such as tin and hydrochloric acid. The intermediate formed in this process is p-bromoaniline nitroso derivative, which upon treatment with an acidic solution such as hydrochloric acid, undergoes a rearrangement to yield p-bromoaniline. Hence, option (D) is the correct answer.

What Would Be the Product of the Following Reaction Sequence