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Question

An aromatic compound 'A' on heating withBr2 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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Solution

When benzamide reacts with Br2/KOH 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
A:Benzamide
B:Aniline
B:Phenyl isocynaide

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