JEE Main Chemistry question

Phenyl cyanide cannot be obtained by

(A)
(B)
(C)Correct
(D)C_6H_5NH_2 \xrightarrow[2. CuCN]{1. NaNO_2/HCl}

Answer: (C)

Solution

(a) dehydrates benzamide to benzonitrile (phenyl cyanide) — a standard method. (b) dehydrates benzaldoxime to benzonitrile — also standard. (d) is the Sandmeyer reaction: diazotised aniline treated with gives benzonitrile — standard. Chlorobenzene, however, does not

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Question ID VK-150386