Question

Why gabriel pthalimide is not used for aromatic amines?

Answer 1

Gabriel phthalimide synthesis is used for the preparation of aliphatic primary amines. It involves nucleophilic substitution (SN2) of alkyl halides by the anion formed by the phthalimide. But aryl halides do not undergo nucleophilic substitution with the anion formed by the phthalimide.

Answer 2

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Aromatic primary amines can not be prepared by Gabriel Phthalimide synthesis, because aryl halides do not undergo nucleophillic substitution reaction with the anion formed by the phthalamide.