Question

Anilione cannot be prepared by gabriel phthalimide reaction

Answer 1

In gabriel phthalimide reaction, nucleophilic attack of phthalimide to the carbon of alkyl halide takes place, leading to the breaking of alkyl and halide bond and forming new carbon-nitrogen bond between alkyl and phthalimide. for the synthesis of aniline, arylhalide must be the reactant in place of alkylhalide. As we know it is difficult to break aryl and halogen bond so nucleophilic substitution is difficult in aryl halide and hence aniline cant be formed using gabriel phthalimide reaction.