Q. 17

An organic aromat

Answer :

Since compound A (C6H7N) is sparingly soluble in water and gives a water soluble compound (B), on treatment with dilute acid, therefore, compound A must be an amine.

Since compound A reacts C6H7N reacs with NaNO2 and HCl to form a compound (E) which reacts with phenol in alkaline medium to give an orange red dye (F), therefore, compound (A) must be an aromatic primary amine, i.e., aniline C6H5NH2

If A is aniline, then E must be benzenediazonium chloride and the orange red dye (F) must be p-hydroxyazobenzene.

Since compound A aniline reacts with CHCl3 in the resence f alcoholic KOH o form a compound C having obnoxious smell, therefore, compound (C) must be benzene isonitrile.

Since compound (A) aniline reacts with benzenesulphonyl chloride to form compound (D) which is soluble in alkali, therefore (D) must be N- phenylbenzenesulphonamide.

Since compound (A) aniline reacts with mineral acid, HCl to form water soluble compound (B), therefore, (B) must be anilinium chloride.

Thus, compound A is aniline

Compound B is anilinium chloride

Compound C is benzene isonitrile

Compound D is N-phenylbenzenesulphonamide

Compound E is benezenediazonium chloride

Compound F is p-hydroxyazobenzene

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(a) Write the reaChemistry - Board Papers