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Sulfolane - Wikipedia, the fre"-Wyclopedia Page 1 of 3 <br /> Sulfolane <br /> From Wikipedia, the free encyclopedia <br /> Sulfolane (also tetramethylene sulfone, systematic Sulfolane <br /> name. 2,3,4,5-tetrahydrothiophene-1,1-dioxide) is a <br /> clear, colorless liquid commonly used in the chemical O� �� <br /> industry as an extractive distillation solvent or S <br /> reaction solvent. Sulfolane was originally developed <br /> by the Shell Oil Company in the 1960s as a solvent to <br /> purify butadiene. Sulfolane is an aprotic organosulfur 0 <br /> compound, and it is readily soluble in water. <br /> IUPAC name <br /> Contents Tetrahydrothiophene 1,1-dioxide <br /> Other names <br /> ■ 1 Chemical Properties sulfolane <br /> ■ 2 Synthesis tetramethylene sulfone <br /> ■ 3 Uses <br /> ■ 4 See also Identifiers <br /> ■ 5 References CAS number 126-33-0 <br /> ■ 6 External links PubChem 31347 <br /> ChemSpider 29080 r <br /> Chemical Properties UNII Y5L06AH4G51 <br /> Sulfolane is classified as a sulfone, a group of Jmol-3D images Image 1 <br /> organosulfur compounds containing a sulfonyl SMILES <br /> functional group. The sulfonyl group is a sulfur atom InChl <br /> doubly bonded to two oxygen atoms. The sulfur- <br /> oxygen double bond is highly polar, allowing for its Properties <br /> high solubility in water, while the four carbon ring Molecular formula C4H802S <br /> provides non-polar stability. These properties allow it Molar mass 120.17 glmol <br /> to be miscible in both water and hydrocarbons, <br /> resulting in its widespread use as a solvent for Appearance clear colorless liquid <br /> purifying hydrocarbon mixtures. Density 1.261 g/cm3,liquid <br /> Melting point <br /> Synthesis 27.5 °C <br /> Boiling point <br /> 285 °C <br /> The original method developed by the Shell Oil <br /> Company was to first allow butadiene to react with Solubility in water fully soluble <br /> sulfur dioxide. This yields sulfolene, which was then Viscosity 0.01007 Pa-s at 25°C <br /> hydrogenated using Raney nickel as a catalyst to give Structure <br /> sulfolane. <br /> Dipole moment 4.35 D <br /> Hazards <br /> R-phrases R22 <br /> S-phrases S23, S24, S25 <br /> ........... ........... ........... <br /> NFPA 704 <br /> �O <br /> http://en.wikipedia.org/wiki/Sulfolane 10/6/2011 <br />