Isomeric amines with molecular formula C8 H11N 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
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
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The Gabriel phthalimide synthesis is specific to primary amines. Hinsberg’s reagent helps distinguish between primary, secondary, and tertiary amines based on solubility behavior. The reaction with HONO and β-naphthol confirms the presence of an aromatic primary amine.
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Verified By CollegeduniaThe Correct Option is D
Solution and Explanation
Step 1: Analyzing Isomer (P)
Gabriel phthalimide synthesis is specifically used to prepare primary amines. Therefore:
(P) must be a primary amine.
Step 2: Analyzing Isomer (Q)
Hinsberg’s reagent reacts with secondary amines to form a solid product that is insoluble in NaOH. Therefore:
(Q) must be a secondary amine.
Step 3: Analyzing Isomer (R)
Reaction with HONO followed by β-naphthol in NaOH produces a red dye, which is a characteristic test for aromatic primary amines. Therefore:
(R) must be an aromatic primary amine.
Conclusion:
Final Answer: (4)
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