Question

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

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

Answer 1

Answer: (A)

Aniline

Answer 2

Benzamide reacts with bromine and aqueous NaOH via the Hofmann rearrangement. In this reaction, the amide group (–CONH₂) undergoes a rearrangement to form an amine (–NH₂) with the loss of the carbonyl carbon as CO₂. Thus, benzamide (C₆H₅CONH₂) is converted to aniline (C₆H₅NH₂).