Monday, August 18, 2008

Oxidation of aldehyde to acid or ester

1. Jones reagent
acidic condition, strong oxidant.

2. I2/MeOH/KOH
forms methylester. mild condition, alkene is untouched.
can't make t-buylester by this way.
tert-aldehyde is more reactive than sec-aldehyde.

3. KMnO4/PH buffer/t-BuOH/water
mild condition, benzyl ether untouched.

4. NaClO2, t-BuOH, PH buffer
mild condition, works for very hindered aldehydes.
t-amlyne used to prevent alkenes from oxidation.

34 comments:

litedemon said...

How I can oxidize salicylic aldehyde in the mild (non-acid) conditions?

Weiwei TIAN said...

My guess is you will most likely get an lactone. I will protect the alcohol first then do the oxidation.

glk.krishna4 said...

how i can make a reaction btw 1,3-cyclohexanedione and phenylhydrazine, which solvent i have to use for reaction and i want to get good coloured material

Weiwei TIAN said...

I would suggest Etoh as solvent.
the product should solid out from the solution.

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