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Sulfolane

Basic information Uses Safety Related Supplier
Sulfolane Basic information
Sulfolane Chemical Properties
  • Melting point:27.4 °C
  • Boiling point:285 °C
  • Density 1.261 g/mL at 25 °C(lit.)
  • vapor density 4.2 (vs air)
  • vapor pressure 0.01 mm Hg ( 20 °C)
  • refractive index n20/D 1.484(lit.)
  • Flash point:330 °F
  • storage temp. Store below +30°C.
  • solubility >=100g/l soluble
  • form Liquid After Melting
  • color Clear yellow
  • Water Solubility soluble
  • FreezingPoint 26℃
  • Sensitive Hygroscopic
  • Merck 14,8955
  • BRN 107765
  • Stability:Stable. Combustible. Incompatible with strong oxidizing agents.
  • InChIKeyHXJUTPCZVOIRIF-UHFFFAOYSA-N
  • CAS DataBase Reference126-33-0(CAS DataBase Reference)
  • NIST Chemistry ReferenceThiophene, tetrahydro-, 1,1-dioxide(126-33-0)
  • EPA Substance Registry SystemSulfolane (126-33-0)
Safety Information
  • Hazard Codes Xn
  • Risk Statements 22
  • Safety Statements 23-25
  • WGK Germany 1
  • RTECS XN0700000
  • TSCA Yes
  • HS Code 29349990
  • Hazardous Substances Data126-33-0(Hazardous Substances Data)
  • ToxicityLD50 orally in rats: 1.54 ml/kg (Smyth)
MSDS
Sulfolane Usage And Synthesis
  • Uses

    Sulfolane is widely used as an industrial solvent, especially in the extraction of aromatic hydrocarbons from hydrocarbon mixtures and to purify natural gas. The first large scale commercial use of sulfolane, the sulfinol process, was first implemented by Shell Oil Company in March 1964 at the Person gas plant near Karnes City, Texas. The sulfinol process purifies natural gas by removing H2S, CO2, COS and mercaptans from natural gas with a mixture of alkanolamine and sulfolane.

  • Chemical Propertiescolourless crystals
  • Chemical PropertiesSulfolane is a colorless oily liquid
  • UsesSelective solvent for liquid-vapor extractions.
  • General DescriptionColorless oily liquid with a weak oily odor. Solidifies (freezing point is 79°) and sinks on first contact with water, then mixes with water. F.
  • Air & Water ReactionsWater soluble.
  • Reactivity ProfileMixing Sulfolane in equal molar portions with any of the following substances in a closed container caused the temperature and pressure to increase: chlorosulfonic acid and oleum [NFPA 1991]. With nitrating agents (nitronium tetrafluoroborate in Sulfolane) very highly exothermic reactions are known to occur, [J. Org. Chem., 1978, 43, 4677].
  • HazardCombustible. Toxic by ingestion.
  • Health HazardVery mildly irritating to the eyes.
  • Fire HazardSpecial Hazards of Combustion Products: Toxic, irritating gases may be generated in fires.
  • Industrial usesSulfolane is the most common commercially available sulfone solvent. The solvent, also known as tetrahydrothiophene-1,1-dioxide, is a colorless, highly polar liquid consisting of a fully hydrogenated five-member sulfur-carbon heterocyclic thiophene ring. The solvent is available as both anhydrous sulfolane and as sulfolane containing 3 wt% deionized water. Sulfolane is used as a reaction medium, as a solvent for a wide variety of organic chemicals and polymers, and as an extraction solvent.
    Sulfolane is a very high boiling point, colorless liquid with a very high viscosity (10.3 centipoises) and medium surface tension value (35.5 dynes/cm).Sulfolane is miscible with water and many organic solvents.
    Sulfolane is used to separate aromatic hydrocarbons from aliphatic hydrocarbons. The extraction process first developed by Shell Oil in 1959 and which is referred to as the "Sulfolane" process is used worldwide. The solvency of sulfolane for certain fatty acids and fatty acid esters is the basis for upgrading animal and vegetable fatty acids used in food products, paints, plastics, resins, and soaps.
    Sulfolane is used to remove acidic components like hydrogen sulfide and carbon dioxide from gas feed stocks. Sulfolane is used as a polymerization solvent for the production of polysulfones, polysiloxanes, polyphenylene ethers, and other polymers. Sulfolane is said to increase the reaction rates, afford easier polymer purification, and improved thermal stability. Sulfolane is a solvent for dissolving a variety of polymers for use in the fiberspinning process.Cellulose and cellulose ester polymers can be plasticized with sulfolane to give improved flexibility and other physical property improvements. Other application areas that have used sulfolane include electronic and electrical uses, textile dye uses, curing of polysulfide sealant, and as a catalyst in certain synthetic reactions.
  • Potential ExposureSulfolane is used primarily as a process solvent for extraction of aromatics and for purification of acid gases. Used as a curing agent for epoxy resins, in medicine ash an antibacterial; fractionation of wood tars, tall oil, and other fatty acids; a component of hydraulic fluid; in textile finishing.
  • ShippingUN3334 Aviation regulated liquid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material. Technical Name Required.
  • Purification Methodsprepared commercially by a Diels-Alder reaction of between 1,3-butadiene and sulfur dioxide, followed by Raney nickel hydrogenation. The principal impurities are water, 3-sulfolene, 2-sulfolene and 2-isopropyl sulfolanyl ether. It is dried by passage through a column of molecular sieves. Distil it under reduced pressure through a column packed with stainless steel helices. Again dry it with molecular sieves and distil. [Cram et al. J Am Chem Soc 83 3678 1961, Coetzee Pure Appl Chem 49 211 1977.] Alternatively, it is stirred at 50o, and small portions of solid KMnO4 are added until the colour persists during 1hour. Dropwise addition of MeOH then destroys the excess KMnO4; the solution is filtered, freed from potassium ions by passage through an ion-exchange column and dried under vacuum. It has also been distilled in a vacuum from KOH pellets. It is hygroscopic. [See Sacco et al. J Phys Chem 80 749 1976, J Chem Soc, Faraday Trans 1 73 1936 1977, 74 2070 1978, Trans Faraday Soc 62 2738 1966.] Coetzee has reviewed the methods of purification of sulfolane, and also the removal of impurities. [Coetzee in Recommended Methods of Purification of Solvents and Tests for Impurities, Coetzee Ed. Pergamon Press, 1982, Beilstein 17 I 5, 17 III/IV 37, 17/1 V 39.]
  • IncompatibilitiesIncompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Contact with nitronium tetrafluoroborate(1-) is potentially explosive.
Sulfolane Preparation Products And Raw materials
Sulfolane(126-33-0)Related Product Information
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