Question

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

Answer 1

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

Due to resonance $C-Cl$ bond acquires double bond character. So, $Cl$ can not leave easily.