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Sulfolane

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Name

Sulfolane

EINECS 204-783-1
CAS No. 126-33-0 Density 1.261 g/cm3
Solubility soluble in water Melting Point 27.4 °C
Formula C4H8O2S Boiling Point 285.568 °C at 760 mmHg
Molecular Weight 120.17 Flash Point 170.678 °C
Transport Information Appearance colourless crystals
Safety 23-25 Risk Codes 22
Molecular Structure Molecular Structure of 126-33-0 (Thiophene,tetrahydro-, 1,1-dioxide) Hazard Symbols HarmfulXn
Synonyms

1,1-Dioxothiolan;Bondelane A;Bondolane A;Cyclic tetramethylene sulfone;Cyclotetramethylenesulfone;NSC 46443;Sulfolan;Sulpholane;Tetrahydrothiophene1,1-dioxide;Tetrahydrothiophene S,S-dioxide;Tetrahydrothiophene dioxide;tetramethylene sulfone;Thiacyclopentane dioxide;Thiolane 1,1-dioxide;Thiophane 1,1-dioxide;Thiophane dioxide;

 

Sulfolane Consensus Reports

Reported in EPA TSCA Inventory.

Sulfolane Specification

The Sulfolane is an organic compound with the formula C4H8O2S. The IUPAC name of this chemical is thiolane 1,1-dioxide. With the CAS registry number 126-33-0, it is also named as 2,3,4,5-Tetrahydrothiophene-1,1-dioxide. The product's category is Organics. Besides, it is a colourless crystal.

Physical properties about Sulfolane are: (1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 13.961; (4)ACD/KOC (pH 7.4): 13.961; (5)#H bond acceptors: 2; (6)Polar Surface Area: 42.52 Å2; (7)Index of Refraction: 1.486; (8)Molar Refractivity: 27.337 cm3; (9)Molar Volume: 95.289 cm3; (10)Polarizability: 10.837×10-24cm3; (11)Surface Tension: 35.61 dyne/cm; (12)Density: 1.261 g/cm3; (13)Flash Point: 170.678 °C; (14)Enthalpy of Vaporization: 50.357 kJ/mol; (15)Boiling Point: 285.568 °C at 760 mmHg; (16)Vapour Pressure: 0.005 mmHg at 25°C.

Preparation: the original method was to first allow butadiene to react with sulfur dioxide. This yields sulfolene, which was then hydrogenated using Raney nickel as a catalyst to give sulfolane.

Uses of Sulfolane: it is widely used as an industrial solvent, especially in the extraction of aromatic hydrocarbons from hydrocarbon mixtures and to purify natural gas. Sulfolane was found to be highly effective in separating high purity aromatic compounds from hydrocarbon mixtures using liquid-liquid extraction. This process is still widely used today in refineries and the petrochemical industry. Because sulfolane is one of the most efficient industrial solvents for purifying aromatics, the process operates at a relatively low solvent-to-feed ratio, making sulfolane relatively cost effective compared to similar-purpose solvents. In addition, it is selective in a range that complements distillation; where sulfolane can't separate two compounds, distillation easily can and vice versa, keeping sulfolane units useful for a wide range of compounds with minimal additional cost.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed. When you are using it, do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) and avoid contact with eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: C1CCS(=O)(=O)C1
(2)InChI: InChI=1/C4H8O2S/c5-7(6)3-1-2-4-7/h1-4H2
(3)InChIKey: HXJUTPCZVOIRIF-UHFFFAOYAA
(4)Std. InChI: InChI=1S/C4H8O2S/c5-7(6)3-1-2-4-7/h1-4H2
(5)Std. InChIKey: HXJUTPCZVOIRIF-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1250mg/kg (1250mg/kg)   Russian Pharmacology and Toxicology Vol. 42, Pg. 97, 1979.
mouse LD50 intravenous 1080mg/kg (1080mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 119, Pg. 423, 1959.
mouse LD50 oral 1900mg/kg (1900mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 560, 1969.
rabbit LD50 skin 3180uL/kg (3.18mL/kg) LIVER: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: OTHER CHANGES

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
National Technical Information Service. Vol. OTS0535072,
rat LC inhalation > 250mg/m3/8H (250mg/m3)   National Technical Information Service. Vol. OTS0535072,
rat LD50 intraperitoneal 1600mg/kg (1600mg/kg)   Toxicologist. Vol. 4, Pg. 22, 1984.
rat LD50 oral 1540uL/kg (1.54mL/kg)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
rat LD50 skin > 3800mg/kg (3800mg/kg)   British Journal of Industrial Medicine. Vol. 23, Pg. 302, 1966.
rat LD50 subcutaneous 1620uL/kg (1.62mL/kg)   National Technical Information Service. Vol. OTS0535072,

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