Re: ORGLIST: sulfide to sulphone

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From: Derek McPhee (djmcphee$##$sympatico.ca)
Date: Tue Mar 05 2002 - 22:37:23 EST

Hydrogen peroxide in the presence of a catalytic amount of tungstic acid (or the
sodium salt) will work very nicely for this purpose.

Derek McPhee

Jacob Zabicky wrote:

> Hello Witek,
>
> Hopefully these old recipes for sulphone synthesis will be useful. IMHO, if
> your sulfides are too volatile you'll find the ozone method quite difficult
> to apply.
>
> R. Pumerer, Ber, 43, 1407 (1910) prepared diethyl sulphone with hydrogen
> peroxide (very slow synthesis).
>
> O. Hisberg, Ber. 43, 289 (1910) prepared diphenyl sulphone whith the same
> reagent.
>
> R. W. Boost et al. JACS 54 1986 (1932) used permanganate in glacial acetic
> acid to oxidize 2,4-dinitrophenyl thioethers to the sulphones. See also R.
> Otto, Ber. 13, 1272 (1880), E. Beckmann, J. pr. Chem., (ii) 17, 441 (1878).
>
> All the best,
>
> Jacob
>
> At 11:02 04/03/2002, Witek Mozga wrote:
> >Hello everybody,
> >
> >I want to oxidize thioether (R-S-R) to obtain sulfone (R-SO2-R). I
> >heard that Oxone should work in this case. Can anybody give me a
> >typical procedure for using Oxone?
> >
> >Thanks in advance
> >
> >Witek Mozga
> >TriMen Chemicals
> >http://www.trimen.pl/
>
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> Prof. Jacob Zabicky
> Institutes for Applied Research
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