Tetrahydrothiophen-1,1-dioxid

Bezeichnung:Tetrahydrothiophen-1,1-dioxid

CAS-Nr126-33-0

Englisch Name:Sulfolane

CBNumberCB3852996

SummenformelC4H8O2S

Molgewicht120.17

MOL-Datei126-33-0.mol

Synonyma

Tetrahydrothiophen-1,1-dioxid

Tetrahydrothiophen-1,1-dioxid physikalisch-chemischer Eigenschaften

Schmelzpunkt	20-26 °C (lit.)
Siedepunkt	104 °C/0.2 mmHg (lit.) 285 °C (lit.)
Dichte	1.261 g/mL at 25 °C (lit.)
Dampfdichte	4.2 (vs air)
Dampfdruck	0.01 mm Hg ( 20 °C)
Brechungsindex	n20/D 1.484(lit.)
Flammpunkt	330 °F
storage temp.	Store below +30°C.
Löslichkeit	>=100g/l soluble
Aggregatzustand	Liquid After Melting
Farbe	Clear yellow
Wasserlöslichkeit	soluble
FreezingPoint	26℃
Sensitive	Hygroscopic
Merck	14,8955
BRN	107765
Dielectric constant	44.0
Stabilität	Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey	HXJUTPCZVOIRIF-UHFFFAOYSA-N
LogP	0 at 20℃
CAS Datenbank	126-33-0(CAS DataBase Reference)
NIST chemische Informationen	Thiophene, tetrahydro-, 1,1-dioxide(126-33-0)
EPA chemische Informationen	Sulfolane (126-33-0)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22
S-Sätze:	23-25
WGK Germany	1
RTECS-Nr.	XN0700000
TSCA	Yes
HS Code	29349990
Giftige Stoffe Daten	126-33-0(Hazardous Substances Data)
Toxizität	LD50 orally in rats: 1.54 ml/kg (Smyth)

Gefahreninformationscode (GHS)

Sulfolane Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
S-Sätze Betriebsanweisung:
S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
S25:Berührung mit den Augen vermeiden.
Chemische Eigenschaften
Sulfolane is a colorless oily liquid
Chemische Eigenschaften
colourless crystals
Verwenden
Process solvent for extractions of aromatics and for purification of acid gases.
Verwenden
Sulfolane is used in lithium-ion batteries.
Verwenden
Selective solvent for liquid-vapor extractions.
Definition
ChEBI: Sulfolane is a member of the class of tetrahydrothiophenes that is tetrahydrothiophene in which the sulfur has been oxidised to give the corresponding sulfone. A colourless, high-boiling (285℃) liquid that is miscible with both water and hydrocarbons, it is used as an industrial solvent, particularly for the purification of hydrocarbon mixtures by liquid-vapour extraction. It has a role as a polar aprotic solvent. It is a sulfone and a member of tetrahydrothiophenes. It derives from a hydride of a tetrahydrothiophene.
Synthesis Reference(s)
Journal of the American Chemical Society, 63, p. 2939, 1941 DOI: 10.1021/ja01856a021
Allgemeine Beschreibung
Colorless 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 Reaktionen
Water soluble.
Reaktivität anzeigen
Mixing 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].
Hazard
Combustible. Toxic by ingestion.
Health Hazard
Very mildly irritating to the eyes.
Brandgefahr
Special Hazards of Combustion Products: Toxic, irritating gases may be generated in fires.
Industrielle Verwendung
Sulfolane 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.
mögliche Exposition
Sulfolane 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.
Carcinogenicity
Sulfolane was not mutagenic in bacterial assays with or without metabolic activation.
Versand/Shipping
UN3334 Aviation regulated liquid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material. Technical Name Required.
läuterung methode
prepared 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.]
Inkompatibilitäten
Incompatible 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 Upstream-Materialien And Downstream Produkte

Tetrahydrothiophen-1,1-dioxid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

126-33-0, Sulfolane Verwandte Suche:

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