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497
National Hazard
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Registered: 6-10-2007
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Not having a 5x excess of oxidizer might help the situation.. 
About the alumina, what kind would be best? Because it looks like there are many different grades and types... Since it's just a solid suport
I wouldn't think the grade/size/porosity would be critical... Maybe you could use something like this or maybe this?
[Edited on 9-4-2009 by 497]
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pantone159
National Hazard
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How do you control the extent of the oxidation? As an example, if you wanted to oxidize 1,4-butanediol to 4-hydroxybutanoic acid, with the
conventional with-solvent scheme you could add the oxidizer solution slowly to the substrate solution, assuring there is always an excess of
substrate, and with the right stoichiometry, then ensure you get mostly that desired product, with just one alcohol group oxidized. With this solid
phase method, it seems you couldn't control this, and you would get much more a mix of both, one, or no alcohol groups oxidized. (And mixes of
alcohol/aldehyde/acid.)
My personal interest would be oxidizing 1,3-propanediol to to the di-acid, so it wouldn't matter much for this, but I am curious in general.
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Saerynide
National Hazard
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I wondered about that too, hence I opted for the with-solvent idea. I always figured that with so much solid oxidant, it would over oxidize for sure,
but the paper reports a 95% yield??? 
[Edit] I am still waiting on my Al2O3 to try the solvent-free method... Definately will post results when available 
[Edited on 4/19/2009 by Saerynide]
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chloric1
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Thanks everyone! I’m not so well versed in organic chemistry and this has been a fascinating read. With your discussion and theories I can finally
understand why copper sulfate is used. Besides being cheap and available, it is a pH buffer, crystalline water source, and a mild oxidizer in its own
right. At first I didn’t understand why sodium sulfate dehydrate couldn’t be used, given that Pot Perm not adds sodium sulfate to its product to
mitigate oxidizer hazard as well as discouraging powder monkeys! Sodium sulfate would allow the reaction to go completely alkaline!
Fellow molecular manipulator
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