Question

Identify the product obtained when benzamide is treated with bromine and aqueous sodium hydroxide.

• A. Bromobenzene
• B. Phenol
• C. Benzyl alcohol
• D. Aniline

Hint:

In Hofmann rearrangement, a primary amide is converted to a primary amine with one less carbon atom, and it is a useful method for preparing aniline from benzamide.

Answer 1

The Correct Option is D

Step 1: Understanding the reaction.
When benzamide is treated with bromine in the presence of sodium hydroxide (a Hofmann rearrangement), it leads to the formation of aniline. The reaction involves the loss of a carbonyl group from benzamide and the formation of an amine group.

Step 2: Analyzing the options.
(A) Bromobenzene: This is not the product of the Hofmann rearrangement.
(B) Phenol: Phenol is not the product of this reaction.
(C) Benzyl alcohol: This is not the expected product.
(D) Aniline: This is the correct product, as the Hofmann rearrangement of benzamide yields aniline.

Step 3: Conclusion.
The correct answer is (D) Aniline, as it is the product of the Hofmann rearrangement of benzamide.