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41640-M

Sigma-Aldrich

Dimethyl sulfoxide

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

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Synonym(s):
DMSO
Linear Formula:
(CH3)2SO
CAS Number:
67-68-5
Molecular Weight:
78.13
Beilstein:
506008
EC Number:
200-664-3
MDL number:
MFCD00002089
UNSPSC Code:
12191502
PubChem Substance ID:
329756130
NACRES:
NA.21

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

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

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 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.

Application


  • Ternary Phase-Field Simulation of Poly(vinylidene fluoride) Microporous Membrane Structures: Dimethyl sulfoxide (DMSO) is utilized in the formation of microporous membrane structures through phase separation techniques, enhancing polymer research for filtration and barrier applications (Zhang Z, et al., 2024).

  • Application of copper (I) selective ligands for PET imaging: DMSO is employed in the synthesis of copper (I) selective ligands for positron emission tomography (PET) imaging, illustrating its role in advancing diagnostic techniques in medical research (Tada T, et al., 2024).

  • Pillared graphene oxide frameworks for adsorption and separation: Research highlights the use of DMSO in exploring solvent interactions within graphene oxide frameworks, aiming to improve industrial processes for solvent recovery and environmental cleanup (Skarmoutsos I, et al., 2024).

  • A Luminescent Hybrid Bimetallic Halide Family with Solvent-Coordinated Rare Earth and Alkaline Earth Metals: This study utilizes DMSO in the development of new luminescent materials, showcasing its importance in the creation of advanced materials for lighting and display technologies (Lin J, et al., 2024).

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
Use as reagent in synthesis

WGK

WGK 1

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Regulatory Information

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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
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)
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)

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