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Question

Write the chemical equation for the oxidation of cyclohexene with acidified KMnO4 and also give IUPAC name of the compound formed.

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Solution

Hot concentrated KMnO4

Oxidative cleavage occurs. The double bond is broken to which oxygen atoms are going to be added forming a carboxylic acid group at each. Thus breaking the cyclic structure, forming hexane-1,6-dioic acid.

Cold dilute KMnO4

Oxidative addition occurs where the pi bonds of the double bonds break to have hydroxyl functional groups attached to both carbons that used to participate in the double bond. This mechanism forms cyclohexane-1,2-diol.


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