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Merck

41640

Dimethyl sulfoxide

puriss. p.a., ACS reagent, ≥99.9% (GC)

Synonym(s):

DMSO

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About This Item

Linear Formula:
(CH3)2SO
CAS Number:
Molecular Weight:
78.13
UNSPSC Code:
12191502
NACRES:
NA.21
PubChem Substance ID:
EC Number:
200-664-3
Beilstein/REAXYS Number:
506008
MDL number:
assay:
≥99.9% (GC)
technique(s):
GC/GC: suitable
bp:
189 °C (lit.)
vapor pressure:
0.42 mmHg ( 20 °C)

Product Name

Dimethyl sulfoxide, puriss. p.a., ACS reagent, ≥99.9% (GC)

InChI key

IAZDPXIOMUYVGZ-UHFFFAOYSA-N

InChI

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

SMILES string

CS(C)=O

grade

ACS reagent
puriss. p.a.

vapor density

2.7 (vs air)

vapor pressure

0.42 mmHg ( 20 °C)

assay

≥99.9% (GC)

form

liquid

autoignition temp.

573 °F

expl. lim.

42 %, 63 °F

technique(s)

GC/GC: suitable

impurities

≤0.001% free acid (as CH3COOH)
≤0.1% water

evapn. residue

≤0.005%

refractive index

n20/D 1.479 (lit.)
n20/D 1.479

bp

189 °C (lit.)

mp

16-19 °C (lit.)
18-20 °C

density

1.10 g/mL (lit.)

cation traces

Al: ≤0.5 mg/kg
Ba: ≤0.1 mg/kg
Bi: ≤0.1 mg/kg
Ca: ≤0.5 mg/kg
Cd: ≤0.05 mg/kg
Co: ≤0.02 mg/kg
Cr: ≤0.02 mg/kg
Cu: ≤0.02 mg/kg
Fe: ≤0.5 mg/kg
K: ≤0.5 mg/kg
Li: ≤0.1 mg/kg
Mg: ≤0.1 mg/kg
Mn: ≤0.02 mg/kg
Mo: ≤0.1 mg/kg
Na: ≤1 mg/kg
Ni: ≤0.5 mg/kg
Pb: ≤0.1 mg/kg
Sr: ≤0.1 mg/kg
Zn: ≤0.1 mg/kg

Quality Level

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Application


  • Modification of gelatin by reaction with 1,6-diisocyanatohexane.: This study focuses on the modification of biopolymers using chemical agents, which could be relevant in contexts where DMSO is used as a reaction solvent ( Bertoldo et al., 2007).

  • Characterization of O-acetyl-(4-O-methylglucurono)xylan isolated from birch and beech.: This research characterizes specific wood-derived xylans, potentially enhancing understanding of such biopolymers when dissolved in DMSO for analytical studies ( Teleman et al., 2002).

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.

General description

Dimethyl sulfoxide (DMSO) is a polar solvent. DMSO activated by electrophile (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.

Other Notes

For information on dimethyl sulfoxide miscibility, please visit the following link:
Dimethyl Sulfoxide Miscibility/Immiscibility Table
Use as reagent in synthesis

Storage Class

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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A.J. Mancuso et al.
Synthesis, 165-165 (1981)
Birgit Dreier et al.
Methods in molecular biology (Clifton, N.J.), 805, 261-286 (2011-11-19)
Ribosome display has proven to be a powerful in vitro selection and evolution method for generating high-affinity binders from libraries of folded proteins. It has been successfully applied to single-chain Fv fragments of antibodies and alternative scaffolds, such as Designed
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)

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