Question

Method by which aniline cannot be prepared is

• A. degradation of benzamide with bromine in alkaline solution
• B. reduction of nitrobenzene with $H_2/Pd$ in ethanol
• C. potassium salt phthalimide treated with chlorobenzene followed by hydrolysis with aqueous $NaOH$ solution
• D. hydrolysis of phenylisocyanide with acidic solution

Answer 1

The correct option is C potassium salt phthalimide treated with chlorobenzene followed by hydrolysis with aqueous $NaOH$ solution

Aniline cannot be prepared by this method because aryl halides do not undergo nucleophilic substitution reaction with potassium phthalimide under mild conditions.