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  4. Amine that cannot be prepared by Gabrielphthalimide synthesis is

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Q. Amine that cannot be prepared by Gabrielphthalimide synthesis is

Amines

Solution:

Only pure $1^°$ amines can be prepared by Gabriel synthesis. Aniline cannot be prepared by this method because aryl halides ($C_6H_5Cl$ or $C_6H_5Br$) do not undergo nucleophilic substitution (i.e., cleavage of $C—X$ bond in haloarene is quite difficult) with potassium phthalimide under ordinary conditions to give $N$-phenyl phthalimide.