KMno4

[atlanta213]

Hello,

I wonder how this things make COOH from ethyl group that attached to benzene. I thought it only changed to COOH from primary alcohol, secondary alcohol, double bond under hear condition.

Please explain this. Thanks

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[doc3232]

At the benzylic position of the benzene ring on the ethyl (repetitive, I know), I know that Chromates will fully oxidize it there...
I think KMnO4 with heat and base will also oxidize it.

 

[atlanta213]

hey doc3232, good to see you again and thanks!

 

[joonkimdds]

At the benzylic position of the benzene ring on the ethyl (repetitive, I know), I know that Chromates will fully oxidize it there...
I think KMnO4 with heat and base will also oxidize it.

K2Cr2O7 can change benzylic alkyl group into benzylic COOH no matter how long the alkyl group is.

Does the same thing apply to KMnO4? or is it just for ethyl group attached to benzene ring? (meaning it cannot change propyl group attached to benzene ring)

 

[doc3232]

K2Cr2O7 can change benzylic alkyl group into benzylic COOH no matter how long the alkyl group is.

Does the same thing apply to KMnO4? or is it just for ethyl group attached to benzene ring? (meaning it cannot change propyl group attached to benzene ring)

This is an old thread and I don't even understand what I wrote....hahaha

But to answer your question, KMnO4 can oxidize the benzene alkyl (forgot nomenclature). Whether the alkyl group is a methyl, ethyl...etc.
I don't think it could oxidize a t butyl group though (Chromate can't either).