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M81705

Sigma-Aldrich

Dimethyl sulfone

98%

Synonym(s):

Methyl sulfone

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About This Item

Linear Formula:
(CH3)2SO2
CAS Number:
67-71-0
Molecular Weight:
94.13
Beilstein:
1737717
EC Number:
200-665-9
MDL number:
MFCD00007566
UNSPSC Code:
12352100
PubChem Substance ID:
24897231
NACRES:
NA.22

Quality Level

200

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 Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

289.4 °F - closed cup

Flash Point(C)

143.00 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF4855V
WXBF3317V
WXBD9935V
WXBF2057V
WXBD9763V

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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)
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
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).
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