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Author: Subject: Reaction Conditions for the Oxidation of Primary Alcohols
redox
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[*] posted on 5-4-2011 at 18:00
Reaction Conditions for the Oxidation of Primary Alcohols


Hello All.

Recently I have been trying earnestly to oxidize a primary alcohol (ethanol) to its corresponding carboxylic acid (acetic acid) by potassium permanganate.

I have tried all the different conditions that I could think of. The internet gives methods, but not conditions. My university books give principles and mechanisms, but (once again) no conditions.

Thus, my question is:
What are the exact conditions that convert ethyl alcohol to acetic acid by KMnO4?

Thanks for the help (I hope)!:)

[Edited on 6-4-2011 by redox]
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[*] posted on 5-4-2011 at 22:28


1 M NaOH or KOH, according to Wikipedia. If you want a more reliable source you could try searching yourself. Considering how common and simple this reaction is, it is well documented in literature.



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redox
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[*] posted on 6-4-2011 at 11:30


I realize this. I have already read Wikipedia and searched quite a bit.
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[*] posted on 6-4-2011 at 20:40


.....here are a few articles you should look for.....solo


OXIDATION OF BENZYL ALCOHOLS WITH OXONE AND SODIUM BROMIDE (synthetic communications vol32, #14, 2115-23, 20020).pdf
Oxidation of Primary Alcohols to Carboxylic Acids at the Nickel Hydroxide Electrode.pdf
OxidationNaNO2 of primary allylic alcohols to carbonyla cmp..djvu
Oxidations and Reductions.pdf




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[*] posted on 7-4-2011 at 03:34


Thanks for the help guys, I think I found what I was doing wrong.
In my equation, I hadn't taken into account that my product was the potassium salt of acetic acid, not acetic acid itself.
Thus, a simple acid-workup is necessary.

:DProblem Solved:D
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