DIPHENYL SULFOXIDE

PRODUCT IDENTIFICATION

CAS NO. 945-51-7

DIPHENYL SULFOXIDE

EINECS NO.
213-415-9
FORMULA (C6H5)2SO
MOL WT. 202.27
H.S. CODE  

TOXICITY

 
SYNONYMS 1,1'-Sulfinylbisbenzene; Phenyl sulfoxide; Phenylsulfinylbenzene;
Difenil sulfóxido; Diphénylsulfoxyde;

DERIVATION

 

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white to off-white crystals
MELTING POINT 68 - 72 C
BOILING POINT 206 - 208 C at 13 mmHg
SPECIFIC GRAVITY  
SOLUBILITY IN WATER  
pH

 

VAPOR DENSITY  
AUTOIGNITION

 

NFPA RATINGS Health: 1; Flammability: 1; Reactivity: 0

REFRACTIVE INDEX

 
FLASH POINT  
STABILITY Stable under ordinary conditions.

APPLICATIONS

Sulfoxide (R2SO) is any of various organic sulfur compounds having the group -SO (sulfinyl group) whereas sulfone (RSOOR) with the group -SO2 (sulfonyl group). They are derived from oxidation of sulfides ((R-S-R). Thioethers (organic sulfides) can be oxidized either to oxidation state -1 disulfides (R-S-S-R) or to oxidation state 0 sulfoxides (R-S(=O)-R) which can be further oxidized to the corresponding oxidation state +2 sulfones (R-S(=O)2-R) depending on the structure of the thioether. They are widely used as solvent of both extraction and reaction as well as intermediates for the synthesis of textile chemicals and pharmaceuticals and agrochemicals.

Dimethyl sulfoxide (DMSO) is a clear hygroscopic liquid; melting point 18 C; boiling point 189 C. It is has little odor. It smells garlic like odor due to the impurity of dimethyl sulfide. It is miscible with water; readily soluble in almost all organic solvents such as alcohols, esters, ketones, chlorinated solvents and aromatic hydrocarbons. Dimethyl sulfoxide is produced as a by-product of wood pulping. DMSO is a highly dipolar organic liquid, that is used as a powerful solvent in organic synthesis and industrial applications including paint stripper and coating remover as the alternative to chlorinated solvents and nitroalkanes. DMSO's high polarity solvates polymeric materials by itself or in combination with other solvents. Its application is extended as a chemical reactant undergoing a chemical change. DMSO proved to be an excellent reaction solvent for SN2 alkylation. DMSO is used in oxidation reactions which a primary or secondary alcohol is oxidized to the corresponding aldehyde or ketone (Swern oxidation). Sulfoxonium ion reacts with sodium hydride to form sulfur ylide which converts carbonyl to epoxide (Johnson-Corey-Chaykovsky reaction). It is widely used in the synthesis of pharmaceuticals, biocides and pesticides  insecticides as a reactant, reaction solvent, in combinations of these applications. Some examples are diphenyl ether compounds, imidazolinone compounds, and pyrethroids.

The catalysts in hydrocracking, hydrodenitrification, hydrodesulfurization and reforming processes are used in oxide forms, which must be converted to the active sulfide form during the start-up to prevent the reduction of the catalysts to their base material by heat. The sulfur sources include alkyl mercaptans (methyl mercaptan, ethyl mercaptan, butyl mercaptan), dimethyl sulfide, dimethyl sulfoxide, dimethyl disulfide, and tert-nolyl polysulfide. They are used to modify the reactivity of catalysts to use in high temperature process furnaces. Dimethyl Sulfoxide is used as an effective extraction solvent and solvent improver for the separation of aromatic compounds (benzene, toluene and xylenes) from aliphatic hydrocarbons, and for fractionation of unsaturated components (olefins and alkynes) from saturated feedstock.

Pharmaceutical grade DMSO demonstrates a range of pharmacological activity including analgesia and anti-inflammation. Due to its ability to penetrate biological membranes, it is used as a vehicle for the transdermal delivery of active pharmaceuticals. It is also used to protect tissue during cryopreservation

SALES SPECIFICATION

APPEARANCE

white to off-white crystals

ASSAY

99.0% min

WATER

0.5% max

TRANSPORTATION
PACKING

 

HAZARD CLASS  
UN NO.  
OTHER INFORMATION
Hazard Symbols: , Risk Phrases: , Safety Phrases: 22-24/25