Chlorobenzene is treated with NaNH2 in liquid NH3. The product is

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JEE Main levelSingle correct optionDifficulty 2 of 3hx101

Chlorobenzene is treated with $NaNH X_{2}$ in liquid $NH X_{3}$ . The product is

Abiphenyl
Bbenzene
Caniline
Dphenol

Answer: C

The strong base removes the proton ortho to Cl and chloride is lost, forming benzyne. The amide ion adds to benzyne and the resulting carbanion takes a proton from

NH X_{3}

. The product is aniline (elimination-addition).

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More questions on Reactions of aryl halides

Chlorobenzene is treated with $NaNH X_{2}$ in liquid $NH X_{3}$ . The product is