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Merck

M81705

Dimethyl sulfone

98%

Synonym(s):

Methyl sulfone

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About This Item

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

Product Name

Dimethyl sulfone, 98%

InChI key

HHVIBTZHLRERCL-UHFFFAOYSA-N

InChI

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

SMILES string

CS(C)(=O)=O

assay

98%

form

crystals

bp

238 °C (lit.)

mp

107-109 °C (lit.)

Quality Level

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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

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)
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)
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
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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