Question

Hoffmann bromamide degradation of benzamide gives product A, which upon heating with $CHC{l}_3$ and $NaOH$ gives product B. The structures of A and B are :

• A.
• B.
• C.
• D.

Answer 1

The correct option is A

Answer : (a)
Hoffmann bromamide reaction is used for the conversion of a primary amide to a primary amine with one less carbon atom. This is accomplished by heating the primary amide with a mixture of a halogen (chlorine or bromine), a strong base, and water.
Hoffmann bromamide degradation of benzamide:

Hence, product A is aniline.

Aniline is a primary amine (contains -$N{H}_2$ group).
When it is treated with chloroform under alkaline conditions, it results in the formation of a bad smelling compound, known by the name isonitrile or carbylamine.
This reaction is known as carbylamine reaction.