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The reaction that does not give benzoic acid as the major product is:

1. CH2OH → KMnO4 / H+
2. CH2OH → K2Cr2O7
3. COCH3 → (i) NaOCl (ii) H3O+
4. CH2OH → PCC Pyridinium chlorochromate

Correct answer: CH2OH → PCC Pyridinium chlorochromate

Solution

PCC (Pyridinium chlorochromate) is a mild oxidizing agent that oxidizes primary alcohols to aldehydes, not to carboxylic acids like benzoic acid. Hence, option D does not yield benzoic acid.

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