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
InChI
1S/C2H6OS/c1-4(2)3/h1-2H3
InChI key
IAZDPXIOMUYVGZ-UHFFFAOYSA-N
SMILES string
CS(C)=O
vapor pressure
0.42 mmHg ( 20 °C)
assay
≥99%
autoignition temp.
573 °F
expl. lim.
42 %, 63 °F
availability
available only in EU
density
1.10 g/mL (lit.)
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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.
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)
Kara Capriotti et al.
The Journal of clinical and aesthetic dermatology, 5(9), 24-26 (2012-10-11)
Dimethyl sulfoxide is a colorless liquid derived as a by-product from wood pulp in the production of paper. This colorless liquid found immediate application as a polar, aprotic solvent miscible with water and able to dissolve an enormous catalog of
Oxidation of Alcohols to Carbonyl Compounds via Alkoxysulfonium Ylides: The M offatt, S wern, and Related Oxidations
Tidwell TT
Organic Reactions, 39, 297-555 (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
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