Q. Amine that cannot be prepared by Gabriel- phthalimide synthesis is

 3535  211 KEAMKEAM 2010Amines Report Error

Solution:

Only aliphatic primary amines can be prepared by Gabriel synthesis. Aniline cannot be prepared by this method because aryl halides ( or ) do not undergo nucleophilic substitution with potassium phthalimide under ordinary conditions to give N-phenyl phthalimide (ie, cleavage of bond in haloarenes is quite difficult)
( aliphatic halide)

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