Amine that cannot be prepared by Gabriel phthalimide synthesis is

Step-by-step solution

Only pure 1o amines can be prepared by Gabriel synthesis. Aniline cannot be prepared by this method as aryl halides ( C 6 H 5 C l or C 6 H 5 B r ) cannot undergo nucleophilic substitution as cleavage of C – X bond in haloarene is quite difficult with potassium phthalimide under ordinary conditions to give N-phenyl phthalimide.