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Topic: Oxidation of sulfide to sulfone by sodium tungstate  (Read 6726 times)

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Offline noda

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Oxidation of sulfide to sulfone by sodium tungstate
« on: December 04, 2008, 01:19:54 AM »
Hi
I need to know what is the rule of sodium tungstate in the oxidation of compound 40(see attachment) to compond 47?
I know that sodium tungstate is a catalyst in the reaction and it improves the yield, please explain me the mechanism of the reaction.
moreover why the solvent of the reaction is Acetic acid?
thank you for your attention

Offline nj_bartel

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Re: Oxidation of sulfide to sulfone by sodium tungstate
« Reply #1 on: December 04, 2008, 01:24:08 AM »
via wiki, hopefully applies to this reaction.

Quote
In organic chemistry, sodium tungstate is used as catalyst for epoxidation of alkenes and oxidation of alcohols into aldehydes or ketones.


Offline noda

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Re: Oxidation of sulfide to sulfone by sodium tungstate
« Reply #2 on: December 04, 2008, 02:01:38 AM »
I know that sodium tungstate is catalyst in this reaction but I don't understand the mechanism of the oxidation

Offline Artur

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Re: Oxidation of sulfide to sulfone by sodium tungstate
« Reply #3 on: April 09, 2012, 12:23:18 PM »
Por favor, considere o mecanismo proposto no seguinte artigo:

"Oxidation of sul®des to sulfoxides and sulfones with 30%hydrogen peroxide under organic solvent- and
halogen-free conditions"
disponível em:
http://144.206.159.178/ft/986/32316/562114.pdf

Atenciosamente,
Artur

Offline Babcock_Hall

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Re: Oxidation of sulfide to sulfone by sodium tungstate
« Reply #4 on: April 09, 2012, 04:47:16 PM »
Acetic acid is a solvent I see frequently in oxidation of amino acid derivatives containing sulfur.  Speculation:  One advantage in keeping the reaction acidic might be to keep the nitrogen atom fully protonated, and perhaps less prone to oxidation.

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