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Merck
CN

M81802

Dimethyl sulfoxide

≥99%

Synonym(s):

DMSO

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About This Item

Linear Formula:
(CH3)2SO
CAS Number:
Molecular Weight:
78.13
EC Number:
200-664-3
MDL number:
Beilstein/REAXYS Number:
506008
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vapor density

2.7 (vs air)

vapor pressure

0.42 mmHg ( 20 °C)

assay

≥99%

autoignition temp.

573 °F

expl. lim.

42 %, 63 °F

availability

available only in EU

refractive index

n20/D 1.479 (lit.)

bp

189 °C (lit.)

mp

16-19 °C (lit.)

density

1.10 g/mL (lit.)

SMILES string

CS(C)=O

InChI

1S/C2H6OS/c1-4(2)3/h1-2H3

InChI key

IAZDPXIOMUYVGZ-UHFFFAOYSA-N

General description

Dimethyl Sulfoxide (DMSO) is a polar aprotic solvent that is generally used as a reaction medium and reagent in organic reactions.

Application

Dimethyl Sulfoxide can be used as:      
  • An oxidant for the conversion of isonitriles into isocyanates.
  •  A solvent in polymerase chain reaction.       
  • A cryoprotectant for the preservation of cells, tissues and organs.        
  • An oxidant in Swern oxidation, that can be activated by oxalyl chloride and used in the oxidation of long-chain alcohols to carbonyls.        
  • Solvent/oxidant in the α-hydroxylation of ketones in the presence of NBS/I2 catalyst.

Disclaimer

Supercools easily and remelts slowly at room temperature. Solidified product can be re-liquified by warming to room temperature without detriment to the product.


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Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

188.6 °F - closed cup

flash_point_c

87 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Regulatory Information

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Yu-Feng Liang et al.
Organic letters, 17(4), 876-879 (2015-02-05)
An efficient method for the direct preparation of high synthetic valuable α-hydroxycarbonyls is described. The simple and readily available I2 or NBS was used as catalyst. DMSO acts as the oxidant, oxygen source, and solvent. A diverse range of tertiary
Pre-PCR processing
Raadstrom P, et al.
Molecular Biotechnology, 26(2), 133-146 (2004)
L E McGann et al.
Cryobiology, 24(1), 11-16 (1987-02-01)
Preservation of cells and tissues at low temperatures requires the presence of effective cryoprotectants with low toxicity to which cells are relatively permeable. Two similar compounds, dimethyl sulfoxide (DMSO) and dimethyl sulfone (DMSO2), exhibit both features for cryoprotectants, yet DMSO