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Dimethyl sulfoxide, 99%

Catalog Number
ACM67685
Product Name
Dimethyl sulfoxide, 99%
Structure
Dimethyl sulfoxide, 99%
CAS
67-68-5
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Synonyms
6129-EP2305652A2; 4606-EP2289888A2; MCULE-2005841258; 1926-EP2305629A1; CCG-213615; dimethyl-sulfoxide; 1926-EP2308872A1; 1926-EP2292234A1; 4606-EP2298768A1; Dimethyl sulfur oxide;
IUPAC Name
methylsulfinylmethane;
Molecular Weight
78.129g/mol
Molecular Formula
C2H6OS;C2H6OS;C2H6OS;
InChI
InChI=1S/C2H6OS/c1-4(2)3/h1-2H3;
InChI Key
IAZDPXIOMUYVGZ-UHFFFAOYSA-N;
Melting Point
65.3 ° F (NTP, 1992);18.5°C;18.45 deg C;18.5°C;18.5 °C;
Density
1.101 at 68 ° F (USCG, 1999);1.100 at 20 deg C/4 deg C;Relative density (water = 1): 1.1;
Solubility
greater than or equal to 100 mg/mL at 68° F (NTP, 1992);12.80 M;Soluble in water;Miscible with water;Soluble in ethanol, acetone, ether, carbon tetrachloride, ethyl acetate;Soluble in chloroform and benzene;1000 mg/mL;Solubility in water: miscible;
Storage
Dimethyl sulfoxide is reasonably stable to heat,but upon prolonged reflux it decomposes slightly to methyl mercaptan and bismethylthiomethane. This decomposition is aided by acids, and is retarded by many bases. When heated to decomposition, toxic fumes are emitted.

At temperatures between 40 and 60°C, it has been reported that dimethyl sulfoxide suffers a partial breakdown, which is indicated by changes in physical properties such as refractive index, density, and viscosity.

Dimethyl sulfoxide should be stored in airtight, light-resistant containers. The PhEur 6.0 states that glass containers should be used. Contact with plastics should be avoided.Store at RT.
Color Form
Colorless liquid;Very hygroscopic liquid;
Complexity
29
Covalently-Bonded Unit Count
1
Decomposition
When heated to decomposition it emits toxic fumes of /sulfur oxides/.;
EC Number
200-664-3
Exact Mass
78.014g/mol
H-Bond Acceptor
2
Heavy Atom Count
4
ICSC Number
0459
Monoisotopic Mass
78.014g/mol
NSC Number
760436
Odor
Slightly sulfurous odor;Distinctive garlic or oyster-like odor;
Other Experimental
pK(BH+) (aqueous sulfuric acid): -2.7;Very hygroscopic; dielectric constant: 45. Specific heat 0.4698 calorie/g at 25 deg C;Heat of solution: -97 Btu/lb = -54 Cal/g;Heat of fusion: 13.5 KJ/mol; dipole moment = 1.4X10-29 = 4.2 debye;VP: 0.42 mm at 20 deg C;Henry's Law constant = 1.031X10-8 atm-cu m/mol at 25 deg C;Hydroxyl radical reaction rate constant = 9.0X10-11 cu cm/molecule-sec at 25 deg C;
RTECS Number
PV6210000
Topological Polar Surface Area
36.3A^2
UNII
YOW8V9698H
UN Number
2811
Vapor Pressure
0.42 mm Hg at 68 ° F (NTP, 1992);0.61 mmHg;0.60 mm Hg at 25 deg C;Vapor pressure, Pa at 20 °C: 59.4;
Application
Solvent for many organic Compounds including fats, carbohydrates, dyes, resins, and polymers. In organic reactions. As antifreeze or hydraulic fluid when mixed with water. To cryopreserve and store cultured cells.Dimethyl sulfoxide is a highly polar substance that is aprotic, therefore lacking acidic and basic properties. It has exceptional solvent properties for both organic and inorganic components, which are derived from its capacity to associate with both ionic species and neutral molecules that are either polar or polarizable. Dimethyl sulfoxide enhances the topical penetration of drug sowing to its ability to displace bound water from the stratumcorneum;this is accompanied by the extraction of lipids and configurational changes of proteins.

the solvent is diluted. Increases in drug penetration have been reported with dimethyl sulfoxide concentrations as low as 15%,but significant increases in permeability generally require concentrations higher than 60-80%. Furthermore, while low molecular weight substances can penetrate quickly into the deep layers of the skin, the appreciable transport of molecules with a molecular weight of more than 3000 is difficult.

Dimethyl sulfoxide is now incorporated into a number of regulated products for healthcare and drug delivery applications, including stabilizing product formulations, sustained-release applications, and for the delivery of medical polymers.

The use of dimethyl sulfoxide to improve transdermal delivery has been reported for diclofenac, ciclosporin, timolol, and a wide range of other drugs. Dimethyl sulfoxide has also been used in the formulation of an injection containing allopurinol. It has also been investigated for use in an experimental parenteral preparation for the treatment of liver tumors.

In paint formulations of idoxuridine, dimethyl sulfoxide acts both as a solvent to increase drug solubility and a means of enabling penetration of the antiviral agent to the deeper levels of the epidermis.

Dimethyl sulfoxide has also been investigated as a potential therapeutic agent in conditions such as scleroderma, interstitial cystitis,(12) rheumatoid arthritis, and acute musculoskeletal injuries, and as an analgesic.(13-17) It has also been recommended for the treatment of anthracycline extravasation(18-21) and has been investigated as a potential cryoprotectant.
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