Sulfolane

Sulfolane
  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
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 Y
    Key: HXJUTPCZVOIRIF-UHFFFAOYSA-N Y
  • 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 20–26 °C (68–79 °F; 293–299 K)
Boiling point
  • 285 °C (545 °F; 558 K)
  • 104 °C (219 °F; 377 K) (0.2 mmHg)
(decomposes at 220 °C (428 °F; 493 K))
100 g/L
log P < 0 (20 °C (68 °F; 293 K))
Vapor pressure 0.01 mmHg (20 °C (68 °F; 293 K))
Viscosity 10.34 mPa·s (30 °C (86 °F; 303 K))
Structure
4.35 D
Hazards
GHS labelling:
Danger
H302, H360, H373
P201, P202, P260, P264, P270, P280, P301+P312+P330, P308+P313, P405, P501
NFPA 704 (fire diamond)
2
1
0
Flash point 177 °C (351 °F; 450 K)
528 °C (982 °F; 801 K)
Lethal dose or concentration (LD, LC):
  • 1900 mg/kg (oral, mouse)
  • >2000 mg/kg (dermal, rat)
12 mg/L (inhalation, rat, 4h)
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 YN ?)
Infobox references

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.