A colours substance 'A' `(C_(6)H_(7)N)` is sparingly soluble in water and gives a water soluble compound 'B' on treating with mineral acid. On reaction wih `CHCl_(3)` and alcoholic potash 'A' produces an obnoxious smell due to the formation of compound 'C'. Reaction of 'A' with benzensulphonyl chloride gives compound 'D' which is soluble in alkali. WIth `NaNO_(2)` and HCl, 'A' forms compound 'E' which reacts with phenol in alkaline medium to give an orange dye 'F'. Identify compounds 'A' to'F'.

Explanation

(i) Since compound .A. on treatment with `CHCl_3` and alcoholic potash produces an obnoxious smell due to the formation of a compound .C. (carbylamine reaction), .A. must be a primary amine which is sparingly soluble in water and forms a water soluble compound on treatment with HCl.
(ii) Since compound (A) with M.F. `C_6H_7N` reacts with `NaNO_2//HCl` to form a compound (E) which reacts with phenol in alkaline medium to give an orange dye (F), therefore, compound .A. must be a aromatic `1^@` amine, i.e., aniline, `C_6H_5NH_2`. If A is aniline, then E must be benzenediazonium chloride and the orange dye (F) must be p-hydroxyazobenzene.

(iii) Since compound .A., i.e., aniline reacts with a mineral acid (say HCI) to form a water soluble compound .B., therefore .B. must be anilinilium chloride.

(iv) Since compound .C. having obnoxious smell is formed from aniline (A) by its reaction with `CHCl_3`and alcoholic KOH, .C. must be benzene isonitrile.

(v) Since compound .A., i.e., aniline (`C_6H_5NH_2`) reacts with benzenesulphonyl chloride, `C_6H_5SO_2Cl` to form compound .D. which is solube in alkali, therefore, .D. must be N-phenylbenzenesulfonamide.