JEE MAIN - Chemistry (2023 - 10th April Morning Shift - No. 10)
Isomeric amines with molecular formula C$$_8$$H$$_{11}$$N give the following tests
Isomer (P) $$\Rightarrow$$ Can be prepared by Gabriel phthalimide synthesis
Isomer (Q) $$\Rightarrow$$ Reacts with Hinsberg's reagent to give solid insoluble in NaOH
Isomer (R) $$\Rightarrow$$ Reacts with HONO followed by $$\beta$$-naphthol in NaOH to give red dye.
Isomers (P), (Q) and (R) respectively are
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Explanation
(P) Gabriel phthalimide synthesis is used for the preparation of aliphatic primary amines. Aromatic primary amines cannot be prepared by this method.
(Q) $2^{\circ}$-amines reacts with Hinsberg's reagent to give solid insoluble in $\mathrm{NaOH}$
(R) Aromatic primary amine react with nitrous acid at low temperature $(273-298 \mathrm{~K})$ to form diazonium salts, which form Red dye with $\beta$ Naphthol
(Q) $2^{\circ}$-amines reacts with Hinsberg's reagent to give solid insoluble in $\mathrm{NaOH}$
(R) Aromatic primary amine react with nitrous acid at low temperature $(273-298 \mathrm{~K})$ to form diazonium salts, which form Red dye with $\beta$ Naphthol
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