An aromatic compound 'A' on heating with aqueous ammonia forms compound 'B'. Compound 'B' on heating — Amines Chemistry Question
Question
An aromatic compound 'A' on heating with aqueous ammonia forms compound 'B'. Compound 'B' on heating with $Br_2$ and $KOH$ produces a compound 'C' with the molecular formula $C_6H_7N$. Identify the starting compound 'A'.
Answer: A
💡 Solution & Explanation
Compound 'C' is aniline ($C_6H_5NH_2$). It is produced from 'B' via the Hofmann bromamide degradation using $Br_2/KOH$. This dictates that 'B' must be benzamide ($C_6H_5CONH_2$). Benzamide is synthesized by reacting benzoic acid ('A', $C_6H_5COOH$) with ammonia to form ammonium benzoate, followed by thermal dehydration.
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