Dimethyl sulfoxide

CAS

67-68-5

Catalog Number

ACM67685-3

Category

Solvents

Molecular Weight

78.13

Molecular Formula

C2H6OS

MSDS COA Spec Sheet

CAT	Assay	Color Scale	Description	Evapn Residue	Moisture	Titrable	Price
ACM67685-3A				≤0.1%	Bioreagent		INQUIRY PRICE

ACM67685-3B	≥99.9 %		≤8 ppm (0.0008%)	≤0.10%	HPLC grade		INQUIRY PRICE

ACM67685-3C	≥99.9 % (Corrected for Water)		≤5 ppm	≤0.1 %	HPLC grade		INQUIRY PRICE

ACM67685-3D	≥99.0% (UK sourced material)			≤0.5%			INQUIRY PRICE

ACM67685-3E	≥99.8% (Corrected for water)		≤5 ppm	≤50 ppm	anhydrous		INQUIRY PRICE

ACM67685-3F	≥99.9%		5ppm, max	0.1%, Max	Spectrophotometric Grade		INQUIRY PRICE

ACM67685-3G	≥99.80 %	≤20 APHA	≤0.001 %	≤0.1 % (Coulometric)	for molecular biology, DNAse, RNAse and Protease free		INQUIRY PRICE

ACM67685-3H	≥99.6 %	≤20 APHA		≤0.2 %	Pure		INQUIRY PRICE

ACM67685-3I	≥99.80 %		≤0.001 %	≤0.005 % (K.F.)	for peptide synthesis		INQUIRY PRICE

ACM67685-3J	≥99.85 %	≤10 APHA	≤0.005 %	≤0.1 %	for spectroscopy		INQUIRY PRICE

ACM67685-3K	≥99.9 %		≤0.01 %	≤0.1 % (Coulometric)	ACS reagent	≤0.001 meq/g	INQUIRY PRICE

ACM67685-3L	≥99.80 %		≤0.001 %	≤0.1 %	for HPLC		INQUIRY PRICE

ACM67685-3M	≥99.70 %		≤0.001 %	≤0.005 %	Extra Dry		INQUIRY PRICE

ACM67685-3N	≥99.50 %	≤10 APHA	≤0.001 %	≤0.1 %	for analysis		INQUIRY PRICE

If you have any other questions or need other size, please get a quote.

Specification

Description

Dimethyl sulfoxide (DMSO) is an organosulfur compound with the formula (CH3)2SO. This Colorless liquid is an important polar aprotic solvent that dissolves both polar and nonpolar compounds and is miscible in a wide range of organic solvents as well as water. It has a relatively high melting point. DMSO has the unusual property that many individuals perceive a garlic-like taste in the mouth after contact with the skin.In terms of chemical structure, the molecule has idealized Cs symmetry. It has a trigonal pyramidal molecular geometry consistent with other three-coordinate S(IV) compounds, with a nonbonded electron pair on the approximately tetrahedral sulfur atom.

Synonyms

DMSO, Methyl sulfoxide, (Methylsulfinyl)methane

IUPAC Name

methanesulfinylmethane

Canonical SMILES

CS(C)=O

InChI

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

InChI Key

IAZDPXIOMUYVGZ-UHFFFAOYSA-N

Boiling Point

189.0±9.0 °C at 760 mmHg

Melting Point

18.4 °C

Flash Point

85.0±0.0 °C

Density

1.1±0.1 g/cm³

Solubility

Miscible in water

Appearance

Colorless liquid

Application

DMSO is used as a solvent for chemical reactions involving salts, especially the Finkelstein reaction and other nucleophilic substitution reactions.
DMSO is used as the mobile phase in high performance liquid chromatography and liquid chromatography coupled to mass spectrometry.
DMSO can be used for spectrophotometric and environmental testing.
DMSO is a polar aprotic solvent used in chemical reactions, polymerase chain reactions, and as a cryoprotectant vitrifying agent to preserve cells, tissues, and organs.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Beilstein

506008

Color

Clear colorless

Complexity

Defined Atom Stereocenter Count

EC Number

200-664-3

Exact Mass

78.013931

Form

Liquid

Formal Charge

Freezing Point

18.4℃

Hazard Codes

Xi:Irritant

Heavy Atom Count

HS Code

29309070

Hydrogen Bond Acceptor Count

Hydrogen Bond Donor Count

In Vitro Studies

DMSO is an organic solvent that is freely miscible with water, lipids and organic agents. These properties allow for exceptional membrane penetration. The mechanism of action of DMSO is thought to be a combination of anti-inflammatory effects, nerve blockade, smooth muscle relaxation, and collagen inhibition.

Isotope Atom Count

LogP

-1.35

MDL Number

MFCD00002089

Monoisotopic Mass

78.0139

PSA

36.28

Refractive Index

1.48

Rotatable Bond Count

Shipping

Can be shipped at room temperature, where not in use may vary.

Stability

Stable. Incompatible with a very wide range of materials, including acid chlorides, strong acids, strong oxidizing agents, strong reducing agents, phosphorus halides, moisture, copper wool + trichloroacetic acid. Reacts violently with a number of materials

Storage Conditions

2-8°C

Topological Polar Surface Area

36.3 Å²

Vapor Density

2.7 (vs air)

Vapor Pressure

0.8±0.3 mmHg at 25°C

WGK Germany

Applications of Dimethyl Sulfoxide in Organic Synthesis

Wu, Xiao-Feng,et al. Advanced Synthesis & Catalysis, 2016, 358, 3, 336-352.

In organic synthesis, dimethyl sulfoxide (DMSO) is employed as a cheap, low-toxic and aprotic polar solvent as well as a versatile reagent in many well-known name reactions such as Swern oxidation, Pfitzner-Moffatt oxidation,and Corey-Chaykovsky reaction. In addition, DMSO is also widely used in organic synthesis as a source of -Me, -SMe, -SO2 Me, oxidants, etc.
DMSO as "S(O)xMe" Sources
· As -SMe Source: There are two synthetic pathways to prepare methyl thioethers from aromatic compounds such as (i) directed or heteroatom-facilitated lithiation and subsequent electrophilic substitution with dimethyl disulfide and (ii) a multistep transformation, i.e., chlorosulfonylation of electron-rich aromatics using chlorosulfonic acid followed by reduction with zinc powder and 30% HCl and then S-methylation with MeI.
· As-SO2Me Source: Routes for the synthesis of b-ketomethylsulfone and (E)-vinylmethylsulfone from DMSO have been developed. This catalytic system involves copper, oxygen and HPO(OEt)2 to generate the hydroxyl radical in situ which initiates a cascade radical reaction.