Which of the following compounds will not give benzoic acid with $K M n O_{4} / H O^{-} / H e a t$ .

C_{6} H_{5} - C (C H_{3})_{2} - C H_{2} O H

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C_{6} H_{5} - C H (C H_{3})_{2}

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C_{6} H_{5} - C H_{2} O H

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C_{6} H_{5} - C H (C H_{3}) - C O O H

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Solution

The correct option is A $C_{6} H_{5} - C (C H_{3})_{2} - C H_{2} O H$
Alkyl benzene cannot be converted into benzoic acid by oxidation reaction if benzylic carbon does not have any $α -$ hydrogen.

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K M n O_{4} / H O^{-} / H e a t

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Which of the following cannot give benzoic acid on oxidation with alkaline KMnO₄ followed by acidification

N a B H_{4}

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