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Why aromatic primary amines cannot be prepard by Gabriel phthalimide synthesis?

Why aromatic primary amines cannot be prepard by Gabriel phthalimide synthesis?

Grade:upto college level

1 Answers

Gaurav
askIITians Faculty 164 Points
9 years ago
Hello Student
Gabrielphthalimide 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.

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