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An aromatic compound on treatment with ...

An aromatic compound on treatment with aqueous ammonia and heating forms compound 'B' which on heating with 'Br_2' and 'KOH' forms a còmpound of molecular formula 'C6 H7N'. Write the structures and IUPAC names of compounds 'A, B' and 'C'.

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Since it is an aromatic compound, .it has a benzene ring in it. B on heating with .Br., and .KOH. [Hoffimann.s bromamiđe reaction]forms a compound . ^4 C^prime. of molecular formúla .C_6 H, N .. Now only higher amides of Hoffman bromamide reaction .[Br_2+KOH.. treatment ] give rise .to lower-amine. Therefore .B. is. .C_6 H_5 CONH_2. and . ^+ C^prime. with the mo- lecular formula is .C_6 H_3 NH_2^2., Since the compourid .C_6 H_5 CONH_2^*. is obtained from .A. on treatment with aqueous ammonia and heating : A has to be a carboxylic acid .C_6 H_5 COOH .. The sequence of reactions along with names (IUPAC) of A. B and C are as follows: figure
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