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An aromatic compund A on treatmetn with aqueous ammonia and heating formas compund B which on heating with Br_(2) and KOH forms a compound C of molecular formula C_(6)H^(7)N. Write the structures and IUPAC names of compound A,B and C |
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Answer» Solution :Step-1: To FIND out the structure of compounds B and C <BR> (i) Since compund C with molecular formual `C_(6)H_(7)N` is formed from compound B on treatment with `Br_(2)+KOH` (i.e. Hoffmann bromamide reaction). Therefore, compound B must be an amide and C must be an amine. The only name having the molecular formula `C_(6)H_(7)N` is `C_(6)H_(5)NH_(2)` (i.e. must abniline or benzenamine). (ii) Since C is aniline, therefore te amide from whcih it is formed must be benzamide `(C_(6)H_(5)CONH_(2))`. Thus compound B is benzamide is The Chemical equation showing the conversion of B to C is `underset((M.F=C_(7)H_(7)NO))underset("Benzamide"(B))(C_(6)H_(5)CONH_(2))underset(("Hoffmann bromamide reaction"))OVERSET(Br_(2)//KOH)(to) underset((M.F=C_(6)H_(7)N))underset("Benzenamine"(C))(C_(6)H_(5)NH_(2))` Step-2: To find out the structure of compound A. Since compound B is formed from compund A by treatment with AQUEOUS AMMONIA and heating. Therefore, compound A must be benzoic acid or benzenecarboxylic acid. `underset("Benzenecarboxylic acid or Benzoic acid"(A)) (C_(6)H_(5)COOH)underset((ii)Delta)overset((i)Aq. NH_(2))(to) underset("Benzamide"(B))(C_(6)H_(5)CONH_(2)` |
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