M81705

Sigma-Aldrich

Dimethyl sulfone

98%

Synonym(s):
Methyl sulfone
Linear Formula:
(CH3)2SO2
CAS Number:
Molecular Weight:
94.13
Beilstein/REAXYS Number:
1737717
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

bp

238 °C (lit.)

mp

107-109 °C (lit.)

SMILES string

CS(C)(=O)=O

InChI

1S/C2H6O2S/c1-5(2,3)4/h1-2H3

InChI key

HHVIBTZHLRERCL-UHFFFAOYSA-N

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Application

Dimethyl sulfone (DMSO2) can undergo:
  • Acylation with N-acylbenzotriazoles to synthesize β-keto sulfones.
  • α-Monoarylation via palladium-catalyzed Negishi coupling reaction to synthesize benzylic sulfones.
  • One-step olefination of alcohols in the presence of ruthenium pincer complex as a catalyst.

DMSO2 can also be used as an electrolyte over a wide range of temperatures (110–150°C) for electrodeposition of aluminum.

Packaging

5, 100, 500 g in poly bottle

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. M81705.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Direct catalytic olefination of alcohols with sulfones.
Srimani D, et al.
Angewandte Chemie (International ed. in English), 53(41), 11092-11095 (2014)
Studies on the AlCl3/dimethylsulfone (DMSO2) electrolytes for the aluminum deposition processes.
Jiang T, et al.
Surface and Coatings Technology, 201(14), 6309-6317 (2007)
Efficient conversion of sulfones intoβ-keto sulfones by N-acylbenzotriazoles.
Katritzky AR, et al.
The Journal of Organic Chemistry, 68(4), 1443-1446 (2003)
Burkhard Kloesch et al.
Life sciences, 89(13-14), 473-478 (2011-08-09)
Reactive oxygen species (ROS) are highly diffusable and reactive molecules which modulate gene transcription, particularly of pro-inflammatory cytokines which play a crucial role in the nascency and progression of chronic inflammatory diseases such as rheumatoid arthritis (RA) and osteoarthritis (OA)....
S E Rose et al.
Magnetic resonance imaging, 18(1), 95-98 (2000-01-21)
We wish to report the detection of dimethyl sulfone (methylsulfonylmethane, C2H6O2S) in the brain of a normal 62-year-old male using in vivo proton magnetic resonance spectroscopy. The presence of this exogenous metabolite resulted from ingestion of a dietary supplement containing...

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