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Key Documents

M81705

Sigma-Aldrich

Dimethyl sulfone

98%

Synonym(s):

Methyl sulfone

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About This Item

Linear Formula:
(CH3)2SO2
CAS Number:
Molecular Weight:
94.13
Beilstein/REAXYS Number:
1737717
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

crystals

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

289.4 °F - closed cup

flash_point_c

143.00 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)


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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).
Eytan M Debbi et al.
BMC complementary and alternative medicine, 11, 50-50 (2011-06-29)
Patients with osteoarthritis (OA) take a variety of health supplements in an attempt to reduce pain and improve function. The aim of this study was to determine the efficacy of methylsulfonylmethane (MSM) in treating patients with knee OA. This study

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