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
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 |
