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Solution


Q.

Isomeric amines with molecular formula C8H11N give the following tests:

Isomer (P) ⇒ Can be prepared by Gabriel phthalimide synthesis

Isomer (Q) ⇒ Reacts with Hinsberg’s reagent to give solid insoluble in NaOH

Isomer (R) ⇒ Reacts with HONO followed by β-naphthol in NaOH to give red dye

Isomers (P), (Q) and (R) respectively are ________.            [2023]
1  
2  
3  
4  

Ans.

(1)

(P) Gabriel synthesis is used for the preparation of aliphatic primary amines. Aromatic primary amines cannot be prepared by this method.

(Q) 2° amine reacts with Hinsberg’s reagent to give solid insoluble in NaOH.

(R) Aromatic amines react with nitrous acid at low temperatures (273–278 K) to form diazonium salts, which form red/orange dye with β-Naphthol.