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Question

In the following sequence of reaction,
TolueneKMnO4−−−−ASOCl2−−−BH2/Pd−−−BaSO4C
The product C is

A
C6H5COOH
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B
C6H5CH3
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C
C6H5CH2OH
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D
C6H5CHO
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Solution

The correct option is D C6H5CHO
Toluene undergoes oxidation with KMnO4 , forms benzoic acid. In this conversion, alkyl part of toluene converts into carboxylic group. Further, benzoic acid reacts with thionyl chloride (SOCl2) to give benzoyl chloride which upon reduction with H2/Pd or BaSO4 forms benzaldehyde (Rosenmund reduction).


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