Non-cyclic alkenes can be oxidized to carboxylic acids in presence of hot alkaline $\ce{KMnO4}$ and quenched with dilute $\ce{H2SO4}$ to form carboxylic acids. I suddenly got a thought. Can cycloalkenes be oxidized to form carboxylic acids? For example: can cyclohexene be oxidized to cyclohexanoic acid using the same conditions?

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    $\begingroup$ Your example sounds a bit weird to me. Using KMnO4 on alkenes can thansform the alkene function into a carbox acid function; but cyclohexene -> cyclohexanoic acid would actually add a carbon atom on the cycle and put the carbox acid on that new carbon, it wouldn't really be similar $\endgroup$ Jun 30, 2016 at 19:10

1 Answer 1


Both ends of the alkene would be converted into a carboxylic acid functional group.

This would be a 'ring-opening' or 'permanganate cleavage' reaction and form adipic acid (hexanedioic).


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