Q.

An aromatic compound ‘A’ on heating with Br2 and KOH forms a compound ‘B’ of molecular formula C6H7N which on reacting with CHCl3 and alcoholic KOH produces a foul smelling compound ‘C’. Write the structures and IUPAC names of compounds A, B and C.

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Detailed Solution

When benzamide reacts with Br2/KOH and Hoffmann bromamide degradation reaction will take place to form aniline and when aniline is treated with CHCl3/KOH, carbylamine reaction will take place to form phenyl isocyanide.

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Therefore, A = Benzamide, B = Aniline, and C = Phenyl Isocyanide

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