Oxidizing to a tertiary alcohol?

[jdpaul14]

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Hey Guys,

I was just wondering whether anything oxidizes a tertiary alcohol, because I know K2Cr2O7 and KMnO4 don't.

Thanks a lot,

 

[pbure9]

Hey Guys,

I was just wondering whether anything oxidizes a tertiary alcohol, because I know K2Cr2O7 and KMnO4 don't.

Thanks a lot,

Hey there's no way to oxidize a tertiary alcohol as you'll have too many bonds.

 

[jdpaul14]

Thanks a lot man!

 

[Colos]

Hey there's no way to oxidize a tertiary alcohol as you'll have too many bonds.

The only reason you can oxidize a primary or secondary is because there is room to add a hydrogen.

I always thought oxidation was possible from removing a hydrogen...not adding one.
I.E. Tertiary alcohol has no available hydrogens on the carbon and thus cannot be oxidized.

 

[iwannabadentist]

I always thought oxidation was possible from removing a hydrogen...not adding one.
I.E. Tertiary alcohol has no available hydrogens on the carbon and thus cannot be oxidized.

ur right - i think it was just a mistake on the other poster's part. but its correct --> during oxidation, say of a secondary alcohol, you remove the hydrogen on the C that has the -OH group, and make a double bond with that C and the O, and then remove the H on the O. 👍

 

[jay47]

ur right - i think it was just a mistake on the other poster's part. but its correct --> during oxidation, say of a secondary alcohol, you remove the hydrogen on the C that has the -OH group, and make a double bond with that C and the O, and then remove the H on the O. 👍

Exactly, you don't have one of those extra hydrogens to remove on a tertiary alcohol because, well, it's tertiary!

1+ wannabadentist

 

[pbure9]

ur right - i think it was just a mistake on the other poster's part. but its correct --> during oxidation, say of a secondary alcohol, you remove the hydrogen on the C that has the -OH group, and make a double bond with that C and the O, and then remove the H on the O. 👍

yea that was my bad. Starting reducing midway through my explanation. 😀