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Topic: Alcohol Oxidation  (Read 4111 times)

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Offline pzona69

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Alcohol Oxidation
« on: January 27, 2008, 03:28:06 PM »
We've been doing alcohol reactions in school, and this is what we were given as a basic format for oxidation (this is for a primary alcohol obviously):

RCH2OH --> RCHO + H2 (catalyst: PCC/CH2Cl2)

What I don't understand is how PCC or dichloromethane work as catalysts for this oxidation. I'm familiar with sulfuric acid and aluminum chloride as catalysts in different reactions, but I don't understand how this works.  The only help I've gotten in searching for it is different sources that say there is a chromium "byproduct," which makes it seem like this isn't truly a catalyst at all, but a reactant. Could someone explain this, or even just give a simple mechanism?

Offline Kryolith

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Re: Alcohol Oxidation
« Reply #1 on: January 27, 2008, 03:33:06 PM »
You are right. PCC is a reactant and not a catalyst. Dichloromethane is the solvent. Anyway hydrogen is not a product of this reaction.

Offline macman104

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Re: Alcohol Oxidation
« Reply #2 on: January 27, 2008, 03:51:51 PM »
Attached is the mechanism for the reaction of PCC.

Offline pzona69

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Re: Alcohol Oxidation
« Reply #3 on: January 27, 2008, 10:29:01 PM »
Okay, that makes a little more sense, especially now that I know the PCC isn't a catalyst. I'm not sure why we would have learned that it was though.  Thanks for the help

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