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Question:

In the following sequence of reactions: Toluene →KMnO4 A →SOCl2 B →H2/Pd C; then product C is:

C6H5COOH

C6H5CH3

C6H5CHO

C6H5CH2OH

Solution:

The oxidation of toluene with KMnO4 gives benzoic acid. Thionyl chloride converts the carboxylic group to an acid chloride. Reaction with hydrogen in the presence of palladium and barium sulphate gives benzaldehyde. Option C is correct.