Question

An aromatic compound [A] gives a buff-coloured precipitate on treatment with neutral FeCl₃ solution. Compound [A] reacts with thionyl chloride to give compound [B], which on reacting with ammonia followed by heating gives compound [C]. Compound [C] on treatment with bromine in KOH forms [D] with molecular formula C₆H₇N and has a characteristic odour. Identify the compounds [A], [B], [C] and [D].

Answer 1

[A] = C₆H₅COOH or benzoic acid

[B] = C₆H₅COCl or benzoyl chloride

[C] = C₆H₅CONH₂ or benzamide

[D] = C₆H₅NH₂ or aniline