An aromatic compound 'X' on treatment with aqueous ammonia and heating forms the compound 'Y' which on heating with $Br_2$ and KOH forms a compound 'Z' of the molecular formula $C_6H_7N$. The structures of X, Y and Z can be |
The correct answer is Option (1) → The key reaction mentioned in the question is $Br_2$ / $KOH$, which is characteristic of the Hofmann bromamide reaction. In this reaction, amides on treatment with $Br_2$ and $KOH$ form primary amines with one carbon less. General reaction: $RCONH_2 + Br_2 + 4KOH \rightarrow RNH_2 + 2KBr + K_2CO_3 + 2H_2O$ Thus, compound Y must be an amide, and the product Z must be an amine. The molecular formula of Z is $C_6H_7N$, which corresponds to aniline ($C_6H_5NH_2$). Therefore: Z = Aniline Step 1: Formation of Y When benzoic acid reacts with aqueous ammonia and heating, it first forms ammonium benzoate, which on heating converts to benzamide. Reaction: $C_6H_5COOH + NH_3 \longrightarrow C_6H_5CONH_2 + H_2O$$ Thus: Y = Benzamide Step 2: Hofmann Bromamide Reaction Benzamide reacts with $Br_2$ / $KOH$ to give aniline. Reaction: $C_6H_5CONH_2 \rightarrow C_6H_5NH_2$ Thus: Z = Aniline Summary
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