Protium
Harmless
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Registered: 25-12-2004
Location: Point Of Return (Subject To 15% Restocking Fee)
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DMSO + Br2 -> ???
What does one get when bromine reacts with dimethylsulfoxide?
I tell you this product (?) has got to be the nastiest smelling stuff I've ever personally encountered.
The only thing that I can figure is that the Br attacks/replaces a H on the methyl group possibly similar to a bromoacetone formation. I'm not
sure if there is any tautoterism involved with the sulfoxide group as in the keto/enol group.
Also there was a bit of HBr necissarily present during the in situ production of Br2 from NaBr and H2SO4. I don't know if this impacted the end
product either.
Any clues?
It just depends on how you look at it...
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BromicAcid
International Hazard
Posts: 3245
Registered: 13-7-2003
Location: Wisconsin
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| Quote: | Bromination of DMSO with elemental bromine leads to the formation of trimethylsulfonium bromide. Methanesulfonic acid, paraformaldehyde, dimethyl
disulfide, and hydrogen bromide are formed as byproducts.
CH3SOCH3 --(Br2)--> (CH3)3S+Br- [75%]
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From 'Technical Bulletin Reaction Solvent Dimethyl Sulfoxide (DMSO)' Gaylord Chemical Corporation
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