Q. Method by which Aniline cannot be prepared is :-
A) reduction of nitrobenzene with $H_2/Pd$ in ethanol
B) potassium salt of phthalimide treated with chlorobenzene followed by hydrolysis with aqueous NaOH solution
C) hydrolysis of phenylisocyanide with acidic solution
D) degradation of benzamide with bromine in alkaline solution
Explanation
[Solution] Gabriel synthesis fails with chlorobenzene because the C–Cl bond has partial double-bond character from resonance, so aryl halides do not undergo $S_N2$ substitution. Answer (2).
Reviewed by Dr. Abubacker
Physics Educator & NEET/JEE Specialist
Ph.D. in Physics with 19+ years of teaching experience.