Dimethyl Sulfoxide

Product Information

Molecular Formula:
C2H6OS
Molecular Weight:
78.129
Description
Dimethyl Sulfoxide is commonly used as an important polar aprotic solvent.
Synonyms
DMSO; Somipront; Sulfinylbismethane; Syntexan
IUPAC Name
methylsulfinylmethane
Canonical SMILES
CS(=O)C
InChI
InChI=1S/C2H6OS/c1-4(2)3/h1-2H3
InChI Key
IAZDPXIOMUYVGZ-UHFFFAOYSA-N
Boiling Point
189 °C (lit.)
Melting Point
16-19 °C (lit.)
Flash Point
188.6 °F - closed cup
Purity
≥99.9%
Density
1.10 g/mL (lit.)
Solubility
Soluble in chloroform, methanol, water.
Appearance
Clear Colourless Liquid
Application
Used as a pharmaceutical, a solvent for polymerization and chemical extractions, a paint remover, a preservative for organ transplantation; Occurs naturally in ground water and in grains, vegetables, and many other foods; Used as a solvent for many organic compounds; Also used in industrial cleaners.
Storage
Freezer
Refractive Index
n20/D 1.479 (lit.)
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
LogP
0.86040
Vapor Pressure
0.42 mm Hg ( 20 °C)
Henry's Law Constant
1.031X10-8 atm-cu m/mol at 25 °C
Decomposition
When heated to decomposition it emits toxic fumes of /sulfur oxides.
Dissociation Constants
pKa = 35.1
Odor
Slightly sulfurous odor

Computed Properties

XLogP3
-0.6
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Exact Mass
78.01393598 g/mol
Monoisotopic Mass
78.01393598 g/mol
Topological Polar Surface Area
36.3Ų
Heavy Atom Count
4
Formal Charge
0
Complexity
29
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
US-2016272602-A1 Piperazine carbamates and methods of making and using same 2015-03-18
US-2016264582-A1 (Indazol-4-YL) Hexahydropyrrolopyrrolones and Methods of Use 2015-03-13
US-2016244475-A1 Substituted nucleoside derivatives useful as anticancer agents 2015-02-24
US-2016244465-A1 Selective bace1 inhibitors 2015-02-23
US-2016264567-A1 Substituted sulfonamide compounds 2015-02-15
US-2016185785-A1 Pyrrolo and pyrazolopyrimidines as ubiquitin-specific protease 7 inhibitors 2014-12-30
US-2016185786-A1 Pyrrolotriazinones and imidazotriazinones as ubiquitin-specific protease 7 inhibitors 2014-12-30
US-2016176864-A1 Novel tricyclic compounds as anticancer agents 2014-12-23
US-2016176882-A1 Triazolopyrimidine compounds and uses thereof 2014-12-23
US-2016176850-A1 Axl inhibitors 2014-12-18

Literatures

PMID Publication Date Title Journal
36152675 2022-11-01 Perfluorooctanoic acid (PFOA) promotes follicular growth and alters expression of genes that regulate the cell cycle and the Hippo pathway in cultured neonatal mouse ovaries Toxicology and applied pharmacology
36113623 2022-10-01 Eumelanin protects the liver against diethylnitrosamine-induced liver injury Toxicology
35750087 2022-08-01 Glycidamide and cis-2-butene-1,4-dial (BDA) as potential carcinogens and promoters of liver cancer - An in vitro study Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association
35366062 2022-06-01 In vitro modeling of liver fibrosis in 3D microtissues using scalable micropatterning system Archives of toxicology
33723743 2022-04-01 Dimethyl sulfoxide stimulates the AhR-Jdp2 axis to control ROS accumulation in mouse embryonic fibroblasts Cell biology and toxicology
32562081 2021-04-01 Methylsulfonylmethane sensitizes endometrial cancer cells to doxorubicin Cell biology and toxicology
32497684 2020-09-01 Comparison of passive-dosed and solvent spiked exposures of pro-carcinogen, benzo[a]pyrene, to human lymphoblastoid cell line, MCL-5 Toxicology in vitro : an international journal published in association with BIBRA
31967339 2020-05-01 Effects of hair dye ingredients on the oxidative stress response: Modulation of the mRNA expressions of NRF2, HO-1, and FOS in HaCaT keratinocytes Contact dermatitis
32023790 2020-04-01 Bisphenol A and its substitutes regulate human B cell survival via Nrf2 expression Environmental pollution (Barking, Essex : 1987)
31877331 2020-03-15 Epigenetic sensitization of pregnane X receptor-regulated gene expression by dimethyl sulfoxide Toxicology letters
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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