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Question

The oxidation of ketones involves carbon−carbon bond cleavage. Name the products formed on the oxidation of 2,5dimethylhexan3one.

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Solution

Popoff’s rule

Popoff’s rule states that during the oxidation of an unsymmetrical ketone, the cleavage of the CCO bond is done in such a way that the keto group always stays with the smaller alkyl group.

Oxidation of 2,5dimethylhexan3one

When 2,5dimethylhexan3one undergoes oxidation according to Popoff’s rule, the following products will be obtained.



Hence, the product formed on the oxidation of 2,5dimethylhexan3one is 2methylpropanoic acid.

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