Method by which Aniline cannot be prepared is:

2 2015 AIPMT-II AminesPreparation of Amines Medium
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

Detailed Solution

In chlorobenzene, resonance gives the C–Cl bond partial double bond character, so aryl halides do not undergo nucleophilic substitution with phthalimide anion.

So Gabriel phthalimide synthesis cannot prepare aniline.

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