Toluene on treatment with CrO_3 and (CH_3CO)_2O followed by hydrolysis with dil. HCl gives [UP SEE 2008]

JEE Main Chemistry question

Toluene on treatment with CrO and (CHCO)O followed by hydrolysis with dil. HCl gives [UP SEE 2008]

(A)BenzaldehydeCorrect
(B)Benzoic acid
(C)Phenol
(D)Phenylacetaldehyde

Answer: (A)

Solution

CrO in acetic anhydride (Étard-type oxidation with in-situ protection) oxidises toluene's methyl group only as far as a stable diacetate intermediate,

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Question ID VK-142280