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Sulfolane

Sulfolane
Sulfolane
Ball-and-stick model of the sulfolane molecule
  Carbon, C
  Hydrogen, H
  Oxygen, O
  Sulfur, S
Names
Preferred IUPAC name
1λ6-Thiolane-1,1-dione
Other names
  • Sulfolane
  • Tetrahydrothiophene 1,1-dioxide
  • Tetramethylene sulfone
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.349 Edit this at Wikidata
EC Number
  • 204-783-1
RTECS number
  • XN0700000
UNII
UN number 3334
  • InChI=1S/C4H8O2S/c5-7(6)3-1-2-4-7/h1-4H2 checkY
    Key: HXJUTPCZVOIRIF-UHFFFAOYSA-N checkY
  • InChI=1/C4H8O2S/c5-7(6)3-1-2-4-7/h1-4H2
    Key: HXJUTPCZVOIRIF-UHFFFAOYAA
  • C1CCS(=O)(=O)C1
Properties
(CH2)4SO2
Molar mass 120.17 g·mol−1
Appearance 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:
GHS07: Exclamation mark
Warning
H302
P264, P270, P301+P312, P330, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
Flash point 165 °C (329 °F; 438 K)
528 °C (982 °F; 801 K)
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

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.[1][2] Sulfolane is a polar aprotic solvent, and it is miscible with water.

  1. ^ Young, Eldred E. (Shell International Research) BE Patent 616856, 1962
  2. ^ Goodenbour, John W.; Carlson, George J. (Shell International Research) BE Patent 611850, 1962

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