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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:
1737717
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Efficient conversion of sulfones intoβ-keto sulfones by N-acylbenzotriazoles.
Katritzky AR, et al.
The Journal of Organic Chemistry, 68(4), 1443-1446 (2003)
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)
Direct catalytic olefination of alcohols with sulfones.
Srimani D, et al.
Angewandte Chemie (International ed. in English), 53(41), 11092-11095 (2014)
Gaoqing Yuan et al.
Chemical communications (Cambridge, England), 48(60), 7513-7515 (2012-06-26)
With atmospheric oxygen as the oxidant, a novel copper(I)-catalyzed synthesis of aryl methyl sulfones from aryl halides and widely available DMSO is described. The procedure tolerates aryl halides with various functional groups (such as methoxy, acetyl, chloro, fluoro and nitro
A Lin et al.
Toxicology letters, 123(2-3), 169-177 (2001-10-20)
Methylsulfonylmethane (MSM) is a widely available 'alternative' medicine. In vivo magnetic resonance spectroscopy (MRS) was used to detect and quantify MSM in the brains of four patients with memory loss and in three normal volunteers all of who had ingested

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