Toluene is oxidised with hot alkaline KMnO4 and then acidified to give A. A is warmed with SOCl2 to give B. B is hydrogenated over Pd/BaSO4 (poisoned catalyst) to give C. C is shaken with concentrated NaOH solution to give a sodium salt D and a neutral organic compound E. E is

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Toluene is oxidised with hot alkaline $KMnO X_{4}$ and then acidified to give A. A is warmed with $SOCl X_{2}$ to give B. B is hydrogenated over Pd/ $BaSO X_{4}$ (poisoned catalyst) to give C. C is shaken with concentrated NaOH solution to give a sodium salt D and a neutral organic compound E. E is

Abenzaldehyde
Btoluene
Cphenylmethanol
Dbenzoic acid

Answer: C

A is benzoic acid, B is benzoyl chloride and C is benzaldehyde (Rosenmund reduction). Benzaldehyde has no alpha hydrogen, so conc. NaOH causes the Cannizzaro reaction: one molecule is oxidised to sodium benzoate (D) and another reduced to

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

(E), the neutral compound.

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Toluene is oxidised with hot alkaline KMnOX4​ and then acidified to give A. A is warmed with SOClX2​ to give B. B is hydrogenated over Pd/BaSOX4​ (poisoned catalyst) to give C. C is shaken with concentrated NaOH solution to give a sodium salt D and a neutral organic compound E. E is

Answer: C

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Toluene is oxidised with hot alkaline $KMnO X_{4}$ and then acidified to give A. A is warmed with $SOCl X_{2}$ to give B. B is hydrogenated over Pd/ $BaSO X_{4}$ (poisoned catalyst) to give C. C is shaken with concentrated NaOH solution to give a sodium salt D and a neutral organic compound E. E is