Q.

Method by which aniline cannot be prepared is           [2015]

1 degradation of benzamide with bromine in alkaline solution  
2 reduction of nitrobenzene with H2/Pd in ethanol  
3 potassium salt of phthalimide treated with chlorobenzene followed by hydrolysis with aqueous NaOH solution  
4 hydrolysis of phenylisocyanide with acidic solution  

Ans.

(3)

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