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Key Documents

276855

Sigma-Aldrich

Dimethyl sulfoxide

anhydrous, ≥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:

grade

anhydrous

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

<0.005% water

evapn. residue

<0.0005%

color

colorless

refractive index

n20/D 1.479 (lit.)

bp

189 °C (lit.)

mp

16-19 °C (lit.)

solubility

H2O: miscible (completely)

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 apolar protic solvent that is generally used as a reaction medium and reagent in organic reactions.

Application

Dimethyl Sulfoxide may be used as an oxidant for the conversion of isonitriles into isocyanates. DMSO activated by oxalyl chloride can be used in the oxidation of long-chain alcohols to carbonyls.

Packaging

18 L, 200 L packaged in Pure-Pac® stainless steel containers; 100 mL, 250ml, 1 L, 2 L, 6×1 L packaged in Sure/Seal® bottles

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
Pure-Pac® II containers require the Micromatic MacroValve coupler for dispensing solvents, Z560723.
The article number 276855-4X2L will be discontinued. Please order the single bottle 276855-2L which is physically identical with the same exact specifications.

Legal Information

Pure-Pac is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

188.6 °F - closed cup

Flash Point(C)

87 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Dimethyl sulfoxide oxidations.
Epstein WW & Sweat FW.
Organic Syntheses, 67(3), 247-260 (1967)
A Practical Synthesis of Isocyanates from Isonitriles: Ethyl 2-Isocyanatoacetate
Hoang VLe and Ganem B
Organic Syntheses, 89, 404-404 (2012)
The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals
Royal Society of Chemistry null
Oxidation of long-chain and related alcohols to carbonyls by dimethyl sulfoxide" activated" by oxalyl chloride.
Mancuso AJ, et al.
The Journal of Organic Chemistry, 43(12), 2480-2482 (1978)
Young-Keun Yang et al.
Nature protocols, 2(7), 1740-1745 (2007-07-21)
This protocol describes detailed procedures for the preparation of a rhodamine-based mercury probe and for its applications to the detection of mercury in cells and vertebrate organisms. The mercury probe 1, which is prepared in two steps from rhodamine 6G

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