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472301

Sigma-Aldrich

Dimethyl sulfoxide

ACS reagent, ≥99.9%

Synonym(s):

DMSO

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About This Item

Linear Formula:
(CH3)2SO
CAS Number:
Molecular Weight:
78.13
Beilstein:
506008
EC Number:
MDL number:
UNSPSC Code:
12191502
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent

Quality Level

vapor density

2.7 (vs air)

vapor pressure

0.42 mmHg ( 20 °C)

Assay

≥99.9%

form

liquid

autoignition temp.

573 °F

expl. lim.

42 %, 63 °F

impurities

≤0.001 meq/g Titr. acid
≤0.1% water

evapn. residue

≤0.01%

color

clear colorless

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

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General description

Dimethyl sulfoxide is an organosulfur, commonly used as a polar solvent that can dissolve a wide range of polar and non-polar compounds. It is also utilized as a reaction reagent in several well-known processes, including swern oxidation, 2a pfitzner-moffatt oxidation, 2b, and the corey-chaykovsky reaction.

Application

Dimethyl sulfoxide (DMSO) has been used:
  • in the preparation of ethyl 4-[18F]fluorobenzoate.
  • in the culture medium for 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-tetrazolium bromide (MTT) assay.
  • as a solvent in chemical synthesis.
  • to dissolve and prepare stock solutions of small molecules, drugs, and chemical compounds for various assays and experiments.

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Dimethyl sulfoxide extraction method for the liquid chromatographic analysis of microencapsulated vitamin D3
Richard P J, et al.
Journal of Agricultural and Food Chemistry, 45, 1784-1786 (1997)
The applications of dimethyl sulfoxide as reagent in organic synthesis
Xiao-Feng W, et al.
Advanced Synthesis & Catalysis, 358, 336-352 (2016)
Shuang Hou et al.
Journal of visualized experiments : JoVE, (52)(52), doi:10-doi:10 (2011-07-07)
Biomolecules, including peptides¹⁻⁹, proteins¹⁰⁻¹¹, and antibodies and their engineered fragments¹²⁻¹⁴, are gaining importance as both potential therapeutics and molecular imaging agents. Notably, when labeled with positron-emitting radioisotopes (e.g., Cu-64, Ga-68, or F-18), they can be used as probes for targeted
P Roy et al.
The FEBS journal, 277(2), 441-452 (2009-12-18)
EVI1 is a nuclear zinc finger protein essential to normal development, which participates in acute myeloid leukaemia progression and transforms Rat1 fibroblasts. In this study we show that enforced expression of Evi1 in Rat1 fibroblasts protects from paclitaxel-induced apoptosis, consistent
Oxidation of alcohols by ?activated? dimethyl sulfoxide. A preparative, steric and mechanistic study.
Omura K and Swern D.
Tetrahedron, 34(11), 1651-1660 (1978)

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