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JEE Main levelSingle correct optionDifficulty 2 of 3nc171

N-Benzylphthalimide is heated with aqueous $NaOH$ in the last step of a Gabriel synthesis of benzylamine. The other organic product is

Aphthalic anhydride
Bbenzoic acid
Cdisodium phthalate
Dphthalimide

Answer: C

Alkaline hydrolysis opens both imide C-N bonds: the amine part is released as

C X_{6} H X_{5} CH X_{2} NH X_{2}

and the acyl part becomes the dicarboxylate, disodium phthalate. Phthalic anhydride would not survive aqueous alkali.

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