Question -
Answer -
Gabriel phthalimide synthesis is used forthe preparation of aliphatic primary amines. It involves nucleophilicsubstitution (SN2) of alkyl halides by the anion formed by thephthalimide.
But aryl halides do not undergo nucleophilic substitutionwith the anion formed by the phthalimide.
Hence, aromatic primary amines cannot be prepared by thisprocess.