Question

An aromatic compound on treatment with aqueous ammonia and heating forms compound , which on heating with \( Br_2 \) and KOH forms a compound of molecular formula \( C_6H_7N \). Write the structures and names of the compounds , , and .

Hint:

The Hoffmann bromamide reaction converts amides to amines, and further treatment with \( Br_2/KOH \) can yield isocyanides.

Answer 1

Step 1: The given reaction suggests the Hoffmann bromamide degradation. 

Step 2: The probable reactants and products are: - Compound (A): Benzamide (\( C_6H_5CONH_2 \)) - Compound (B): Aniline (\( C_6H_5NH_2 \)) - Compound (C): Phenyl isocyanide (\( C_6H_5NC \)) Reactions: \[ C_6H_5CONH_2 + NH_3 \rightarrow C_6H_5NH_2 + H_2O \] \[ C_6H_5NH_2 + Br_2 + KOH \rightarrow C_6H_5NC + KBr + H_2O \]