Oxidation of KMnO4: Necessity of Soluble Starting Material

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SUMMARY

The discussion centers on the oxidation of benzylic methyl to acid using KMnO4, specifically addressing the necessity of the starting material's solubility in the reaction mixture. It is established that while solubility is not a strict requirement for the reaction to proceed, it can enhance the reaction rate. The conversation also highlights the importance of the mole ratio of KMnO4 to the compound and the method of conducting the reaction as critical factors influencing the yield.

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KMnO4 oxidation of benzylic methyl to acid sometimes does not proced. Is it necessary that solid starting material should soluble in this reaction mixture to proced the reaction.
 
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Is this an experimental result, or a hypothetical question? That is, is your question one of yield, as in why isn't the yield higher?

I don't think solubility is required, though helpful. Reaction can occur at interface, but more slowly. What is the mole ratio of KMnO4 to cmpd? How are you doing the reaction?
 

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