Method by which aniline cannot be prepared is:

Options

A. degradation of benzamide with bromine in alkaline solution
B. reduction of nitrobenzene with `H_(2)//Pd` in ethanol
C. potassium salt of phthalimide treated with chlorobenzene followed by hydrolysis with aaqueous NaOH solution.
D. hydrolysis of phenylisocyanide with acidic.

Answer

C

Explanation

niline cannot be prepared by Gabriel phthalimide method because chlorobenzene (i.e., aryl halide) does not undergo nucleophilic substitution reaction, with potassium hthaimide in aqueous NaOH solution.