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Author Topic: Oxidation of primary alcohol into acid  (Read 3703 times)

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g_orbital

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Oxidation of primary alcohol into acid
« on: November 19, 2006, 02:54:35 AM »

What is the mechanism of oxidation of primary alcohol into carboxylic acid, by ortho periodic acid (H5IO6) and catalytic chrome trioxide (CrO3)? Below attached the discussed reaction.

I would appreciate your assistance.
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Dan

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Re: Oxidation of primary alcohol into acid
« Reply #1 on: November 19, 2006, 05:58:20 AM »

I think this is a standard chromium trioxide oxidation mechanism. The H5IO6 then oxidises the chromium by-products back up to chromium trioxide, making the chromium trioxide catalytic (which is good because it's a nasty reagent so you don't want to be playing with alot of it)

ie.

Cr(VI) + alcohol --> Cr(IV) [by-products] + acid

Cr(IV) + I(VII) --> Cr(VI) + I(V)
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