An aromatic compound ‘A’, on heating with Br 2 and KOH forms a compound ‘B’ of molecular formula C 6 H 7 N which on reacting with CHCl 3 and alcoholic KOH produces a foul smelling compound ‘C’. Write the structures and IUPAC names of compounds A, B and C.

Question

Philoid · Accepted Answer

Heating with Br₂ and KOH reduces any carbonyl group so we can us that as a hint to obtain the starting product. As the formula C₆H₇N suggests the starting product is benzene with carbonyl group attached to it. We can guess it to be benzamide as it contains a nitrogen atom, and when it is reduced with Br₂ it reduces to aniline or benzamine.

Rxn:

Aniline when treated with chloroform in presence of KOH it forms isocyanide which gives off the fouling smell.

Rxn:

Aniline when treated with chloroform in presence of KOH it forms isocyanide which gives off the fouling smell.

Rxn:

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.

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.