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JEE Advanced levelSingle correct optionDifficulty 3 of 3si210

Benzene is brominated with $Br X_{2} / FeBr X_{3}$ to give A. A is treated with Mg in dry ether to give B. B is allowed to react with methanal (HCHO) followed by dilute acid to give C. C is treated with PCC in $CH X_{2} Cl X_{2}$ to give D. D is

Abenzoic acid
Bphenylmethanol
Cbenzaldehyde
Dacetophenone

Answer: C

A is bromobenzene and B is

C X_{6} H X_{5} MgBr

. Methanal gives the primary alcohol

C X_{6} H X_{5} CH X_{2} OH

(C) after hydrolysis. PCC stops oxidation at the aldehyde stage, giving

C X_{6} H X_{5} CHO

, benzaldehyde.

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