2
$\begingroup$

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?

$\endgroup$
  • 3
    $\begingroup$ 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 $\endgroup$ – Hippalectryon Jun 30 '16 at 19:10
4
$\begingroup$

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).

$\endgroup$

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service, privacy policy and cookie policy

Not the answer you're looking for? Browse other questions tagged or ask your own question.