Dimethyl sulfoxide

Dimethyl sulfoxide
	; A sample of dimethyl sulfoxide
Names
	Preferred IUPAC name (Methanesulfinyl)methane
	Systematic IUPAC name (Methanesulfinyl)methane (substitutive); Dimethyl(oxido)sulfur (additive)
	Other names Methylsulfinylmethane; Methyl sulfoxide (2:1), Dermasorb
Identifiers
CAS Number	67-68-5 ;
3D model (JSmol)	Interactive image; Interactive image;
Abbreviations	DMSO, Me2SO
Beilstein Reference	506008
ChEBI	CHEBI:28262 ;
ChEMBL	ChEMBL504 ;
ChemSpider	659 ;
DrugBank	DB01093 ;
ECHA InfoCard	100.000.604
EC Number	200-664-3;
Gmelin Reference	1556
KEGG	D01043 ;
MeSH	Dimethyl+sulfoxide
PubChem CID	679;
RTECS number	PV6210000;
UNII	YOW8V9698H ;
CompTox Dashboard (EPA)	DTXSID2021735 ;
	InChI InChI=1S/C2H6OS/c1-4(2)3/h1-2H3 Key: IAZDPXIOMUYVGZ-UHFFFAOYSA-N ; InChI=1/C2H6OS/c1-4(2)3/h1-2H3 Key: IAZDPXIOMUYVGZ-UHFFFAOYAR;
	SMILES CS(=O)C; CS(C)=O;
Properties
Chemical formula	C2H6OS
Molar mass	78.13 g·mol−1
Appearance	Colourless liquid
Density	1.1004 g⋅cm−3
Melting point	19 °C (66 °F; 292 K)
Boiling point	189 °C (372 °F; 462 K)
Solubility in water	Miscible
Solubility in Diethyl ether	Not soluble
Vapor pressure	0.556 millibars or 0.0556 kPa at 20 °C
Acidity (pKa)	35
Refractive index (nD)	1.479; εr = 48
Viscosity	1.996 cP at 20 °C
Structure
Point group	Cs
Molecular shape	Trigonal pyramidal
Dipole moment	3.96 D
Pharmacology
ATC code	G04BX13 (WHO) M02AX03 (WHO)
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Irritant
NFPA 704 (fire diamond)	1 2 0
Flash point	89 °C (192 °F; 362 K)
Safety data sheet (SDS)	Oxford MSDS
Related compounds
Related sulfoxides	Diethyl sulfoxide
Related compounds	Sodium methylsulfinylmethylide,; Dimethyl sulfide,; Dimethyl sulfone,; Acetone;
Supplementary data page
	Dimethyl sulfoxide (data page)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Dimethyl sulfoxide (DMSO) is an organosulfur compound with the formula (CH₃)₂SO. This colorless liquid is the sulfoxide most widely used commercially. It 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 boiling point. DMSO is metabolised to compounds that leave a garlic-like taste in the mouth after DMSO is absorbed by skin.

In terms of chemical structure, the molecule has idealized C_s 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.

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