Method by which aniline cannot be prepared is [2015]
1
degradation of benzamide with bromine in alkaline solution
2
reduction of nitrobenzene with /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.
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