Wednesday, 28 September 2016

organic chemistry - Oxidation of cycloalkenes


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?



Answer



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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