Question

 Explain it? 

(i) An aqueous solution of ethylamine gives a red precipitate with ferric chloride. Explain. 

(ii) Tertiary amines do not undergo acetylation. Comment 

(iii) 2,6-Dimethyl-N,N-dimethylaniline, although has a free p-position, does not undergo coupling with benezene diazonium chloride. Comment. 

(iv) In the following compounds:

The order of basicity is I > III > II > IV. Explain.

Answer 1

(i) Ethylamine in aqueous solution reacts with ferric chloride to precipitate hydrated ferric acid. 

(ii) No N—H bond in tertiary amine.

Steric hinderance of 2 Me groups present on benzene ring. 

(iv) In (I) lone pair is localized, Inductive effect of ‘O’  in (III) In IV the lone pair is delocalised I > II > III > IV