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Sigma-Aldrich

Dimethyl sulfoxide

puriss. p.a., dried, ≤0.02% water

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Synonym(s):
DMSO
Linear Formula:
(CH3)2SO
CAS Number:
Molecular Weight:
78.13
Beilstein:
506008
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

vapor density

2.7 (vs air)

Quality Level

vapor pressure

0.42 mmHg ( 20 °C)

grade

puriss. p.a.

Assay

≥99.9% (GC)

form

liquid

autoignition temp.

573 °F

quality

dried

expl. lim.

42 %, 63 °F

impurities

≤0.0001% heavy metals (as Pb)
≤0.001% free acid (as H2SO4)
≤0.002% non-volatile matter
≤0.02% water
≤0.03% water (Karl Fischer)

refractive index

n20/D 1.479 (lit.)

bp

189 °C (lit.)

mp

16-19 °C (lit.)

density

1.10 g/mL (lit.)

cation traces

Fe: ≤1 mg/kg

SMILES string

CS(C)=O

InChI

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

InChI key

IAZDPXIOMUYVGZ-UHFFFAOYSA-N

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General description

Dimethyl sulfoxide (DMSO) is a polar solvent. DMSO activated by various electrophiles (oxalyl chloride) has been used to oxidize various alcohols (primary, secondary, allylic, benzylic, hindered and bicyclic). Carbonyl compounds are formed as reaction products. It has been proposed as an alternate solvent for methyl cellosolve for use in ninhydrin reaction, due to its high stability.

Application

Dimethyl sulfoxide (DMSO) has been used as a solvent in the high-throughput compound screening studies conducted on Mtb (Mycobacterium tuberculosis) H37Rv host cells.

Caution

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

Other Notes

For information on dimethyl sulfoxide miscibility, please visit the following link:
Dimethyl Sulfoxide Miscibility/Immiscibility Table

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

188.6 °F - closed cup

Flash Point(C)

87 °C - closed cup


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Christophe J Queval et al.
Journal of visualized experiments : JoVE, (83)(83), e51114-e51114 (2014-01-30)
Despite the availability of therapy and vaccine, tuberculosis (TB) remains one of the most deadly and widespread bacterial infections in the world. Since several decades, the sudden burst of multi- and extensively-drug resistant strains is a serious threat for the
Oxidation of alcohols by ?activated? dimethyl sulfoxide. A preparative, steric and mechanistic study.
Omura K and Swern D.
Tetrahedron, 34(11), 1651-1660 (1978)
Amino acid analysis: aqueous dimethyl sulfoxide as solvent for the ninhydrin reaction.
S Moore
The Journal of biological chemistry, 243(23), 6281-6283 (1968-12-10)
A RAPID PERMETHYLATION OF GLYCOLIPID, AND POLYSACCHARIDE CATALYZED BY METHYLSULFINYL CARBANION IN DIMETHYL SULFOXIDE.
S HAKOMORI
Journal of biochemistry, 55, 205-208 (1964-02-01)
Claudia C Faria et al.
Cancer research, 75(1), 134-146 (2014-11-14)
Medulloblastoma is the most common malignant pediatric brain tumor, with metastases present at diagnosis conferring a poor prognosis. Mechanisms of dissemination are poorly understood and metastatic lesions are genetically divergent from the matched primary tumor. Effective and less toxic therapies

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