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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3si218

Phthalimide is converted by KOH, then $CH X_{3} CH X_{2} CH X_{2} Br$ , then aqueous NaOH (heat), into amine X. Which of the following statements about X are correct?

AX gives a foul-smelling compound on heating with $CHCl X_{3}$ and alcoholic KOH.
BX reacts with benzenesulfonyl chloride and the product is soluble in aqueous KOH.
CX reacts with nitrous acid with evolution of nitrogen gas.
DX gives a stable diazonium salt with $NaNO X_{2} / HCl$ at 273 K.

Answer: A, B, C

X is propan-1-amine, a primary aliphatic amine. It gives the carbylamine test (A), forms a Hinsberg sulphonamide with an acidic N-H that dissolves in KOH (B), and gives

N X_{2}

with nitrous acid (C). Aliphatic diazonium salts are unstable, so (D) is wrong.

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