Oxidation Of Ketones?

[MedPR]

Can ketones be oxidized? I thought there was one or two reactions, but EK says that only aldehydes can be oxidized and (explicitly) says ketones cannot be oxidized.

Can't ketones undergo some sort of esterification reaction?

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[Hemorrage]

Ketones can be oxidized to Alkenes using the wittig reaction (phosphonium ylide)

 

[chiddler]

Ketones can be oxidized to Alkenes using the wittig reaction (phosphonium ylide)

i think that's reduction. oxidation state goes from -2 to 0.

i have not memorized any reactions that oxidize ketones, but do i know that they exist. i think that reaction was posted on these forums, actually.

 

[ToldYouSo]

Wittig is a reduction since the oxygen atom is replaced with a carbon

 

[Class1P]

the ketone itself can't be oxidized any more but the carbonyl group can. You can oxidize ketones to carboxylic acids.

 

[MedPR]

the ketone itself can't be oxidized any more but the carbonyl group can. You can oxidize ketones to carboxylic acids.

What's the difference between the ketone being oxidized and the carbonyl group of the ketone being oxidized?

Is there no esterification reaction of a ketone?

 

[Jamie561]

Ketones can't be oxidized to acids, barring extreme conditions of C-C bond cleavage.

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[chiddler]

^but to esters!

 

[BerkReviewTeach]

Ketones can be oxidized into esters using a peroxyacid like mcpba. The reaction is known as a Baeyer-Villiger reaction, which happens to be one of the reactions the MCAT topic list contains.

It's better to think of it as ketones can't be easily oxidized by common reagents like KMnO4 or CrO3 while aldehydes can be.

To oxidize a ketone into an ester requires an extremely strong oxidizing agent.

 

[MedPR]

Ketones can be oxidized into esters using a peroxyacid like mcpba. The reaction is known as a Baeyer-Villiger reaction, which happens to be one of the reactions the MCAT topic list contains.

It's better to think of it as ketones can't be easily oxidized by common reagents like KMnO4 or CrO3 while aldehydes can be.

To oxidize a ketone into an ester requires an extremely strong oxidizing agent.

Proof that TBR is superior to EK 😉. Thank you.

 

[gettheleadout]

Ketones can be oxidized into esters using a peroxyacid like mcpba. The reaction is known as a Baeyer-Villiger reaction, which happens to be one of the reactions the MCAT topic list contains.

It's better to think of it as ketones can't be easily oxidized by common reagents like KMnO4 or CrO3 while aldehydes can be.

To oxidize a ketone into an ester requires an extremely strong oxidizing agent.

Proof that TBR is superior to EK 😉. Thank you.

This worries me. I plan to use both EK and TBR anyway, but still...

 

[MedPR]

This worries me. I plan to use both EK and TBR anyway, but still...

Well, it's no secret that EK is not as thorough as the other prep companies. EK is really good for people who have all the pre-reqs fresh in their mind and just need it presented in an MCAT appropriate fashion. TBR (I'm sure Kaplan, TPR, and the others as well) is much more thorough and probably gives you way more information than necessary. My learning process, however, benefits greatly from all the extra information because it gives me more of an opportunity to remember minute details that might save me a lot of time on a hard question.

For example in projectile motion, the range of a projectile fired at 45 degrees is 4 times the max height of that projectile. It probably won't be useful, since it is for a very specific situation, but if it pops up I won't have to do any work on that problem.