Sulfolane
Sulfolane (also tetramethylene sulfone, systematic name: 1λ6-thiolane-1,1-dione) is an organosulfur compound, formally a cyclic sulfone, with the formula (CH2)4SO2. It is a colorless liquid commonly used in the chemical industry as a solvent for extractive distillation and chemical reactions. Sulfolane was originally developed by the Shell Oil Company in the 1960s as a solvent to purify butadiene. Sulfolane is a polar aprotic solvent, and it is miscible with water.
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Names | |||
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Preferred IUPAC name
1λ6-Thiolane-1,1-dione | |||
Other names
Tetrahydrothiophene 1,1-dioxide Sulfolane Tetramethylene sulfone | |||
Identifiers | |||
3D model (JSmol) |
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ChEBI | |||
ChEMBL | |||
ChemSpider | |||
ECHA InfoCard | 100.004.349 | ||
EC Number |
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PubChem CID |
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RTECS number |
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UNII | |||
UN number | 3334 | ||
CompTox Dashboard (EPA) |
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Properties | |||
C4H8O2S | |||
Molar mass | 120.17 g·mol−1 | ||
Appearance | Clear colorless liquid | ||
Density | 1.261 g/cm3, liquid | ||
Melting point | 27.5 °C (81.5 °F; 300.6 K) | ||
Boiling point | 285 °C (545 °F; 558 K) | ||
miscible | |||
Viscosity | 0.01007 Pa·s at 25 °C | ||
Structure | |||
4.35 D | |||
Hazards | |||
GHS labelling: | |||
Warning | |||
H302 | |||
P264, P270, P301+P312, P330, P501 | |||
NFPA 704 (fire diamond) | |||
Flash point | 165 °C (329 °F; 438 K) | ||
528 °C (982 °F; 801 K) | |||
Related compounds | |||
Related compounds |
Methylsulfonylmethane | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references |
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