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Key Documents

W387509

Sigma-Aldrich

Dimethyl sulfoxide

≥99%

Synonym(s):

DMSO

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About This Item

Linear Formula:
(CH3)2SO
CAS Number:
Molecular Weight:
78.13
FEMA Number:
3875
Beilstein/REAXYS Number:
506008
EC Number:
MDL number:
UNSPSC Code:
12191502
PubChem Substance ID:
Flavis number:
12.175

biological source

synthetic

grade

Halal

agency

meets purity specifications of JECFA

vapor density

2.7 (vs air)

vapor pressure

0.42 mmHg ( 20 °C)

assay

≥99%

autoignition temp.

573 °F

shelf life

Expiration date period - 5 years

expl. lim.

42 %, 63 °F

color

colorless

refractive index

n20/D 1.479 (lit.)

bp

189 °C (lit.)
189 °C

mp

16-19 °C (lit.)

solubility

water: miscible

density

1.10 g/mL (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

butter; sulfurous

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 hygroscopic, high polarity amphiphilic solvent with an ability to dissolve many compounds. Cytotoxic study of DMSO on the pulp tissue repair-related activity of odontoblast-like cells showed it produced minor effects. Along with phosphorus pentaoxide it participates in the oxidation of carbohydrates to afford aldosuloses and aldosiduloses. DMSO participates in the oxidation of some partially-acetylated carbohydrates followed by elimination to afford unsaturated, derivatives. Solubility of amylose and amylopectin in DMSO has been evaluated.

Application

DMSO has been used to prepare the DMSO-phosphate buffer solution, which was used to dissolve the selective ETB (ET = endothelin) receptor antagonist in a study. It has been used for the preparation of nysatin solution.
Dimethyl sulfoxide may be used in the synthesis of the following:
  • α, β−Unsaturated carbonyl sugar derivatives.
  • Conversion of secondary bromides or olefins to bromohydrin.
  • Synthesis of α-hydroxycarbonyls from corresponding ketones.

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.

related product

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Storage Class

10 - Combustible liquids

wgk_germany

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)


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Cytotoxicity of dimethyl sulfoxide (DMSO) in direct contact with odontoblast-like cells.
Hebling J, et al.
Dental Materials : Official Publication of the Academy of Dental Materials, 31(4), 399-405 (2015)
I2-or NBS-Catalyzed Highly Efficient α-Hydroxylation of Ketones with Dimethyl Sulfoxide.
Liang YF, et al.
Organic Letters, 17(4), 876-879 (2015)
Solubility behavior of granular corn starches in methyl sulfoxide (DMSO) as measured by high performance size exclusion chromatography.
Jackson DS.
Starch/Staerke, 43(11), 422-427 (1991)
From simple organobromides or olefins to highly value-added bromohydrins: a versatile performance of dimethyl sulfoxide.
Song S, et al.
Green Chemistry, 17(5), 2727-2731 (2015)
Synthesis of α, β-unsaturated, carbonyl sugar derivatives by methyl sulfoxide oxidation and elimination.
Mackie DM and Perlin AS.
Carbohydrate Research, 24(1), 67-85 (1972)

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