cyclohexene KMNO4

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pistolpete007

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does cyclohexene with Kmno4 ALWAYS form cis diol....and never carboxylic?

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does cyclohexene with Kmno4 ALWAYS form cis diol....and never carboxylic?
If you see COLD KMnO4, you will get cis diol. If you use HOT KMnO4, the double bond will break, and you will have 6carbon chain with a carboxylic acid group at each end. I hope this helps.
 
yea i know that but on top score organic exam 3....they gave like 1-2cyclohexene and reacted with kmno4 they didnt specify cold or hot......and the answer was cis diol....even tho....2COOH coming off the ring was an option too
 
Based on the answer choices given, only the diol with the two -OH groups in the same plane would be the correct answer. They put the 2 carboxylic acids coming off the ring as a tempting answer, but if they had a straight chain dicarboxylic acid that was six carbons long they would have to clarify what the reaction conditions were. KMNO4 reflux and heat would be a dead giveaway that the alkene would be cleaved. In cold conditions, KMNO4 becomes slightly slowed down in its reactivity and can form the diol.

yea i know that but on top score organic exam 3....they gave like 1-2cyclohexene and reacted with kmno4 they didnt specify cold or hot......and the answer was cis diol....even tho....2COOH coming off the ring was an option too
 
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