Topic summary

Cyclopropane

Cyclopropane
Names Preferred IUPAC name
Cyclopropane
Identifiers
3D model (JSmol)
ChEBIChEMBLChemSpiderECHA InfoCard100.000.771KEGGUNIIUN number1027
  • InChI=1S/C3H6/c1-2-3-1/h1-3H2
    Key: LVZWSLJZHVFIQJ-UHFFFAOYSA-N
  • InChI=1/C3H6/c1-2-3-1/h1-3H2
    Key: LVZWSLJZHVFIQJ-UHFFFAOYAL
  • C1CC1
Properties C3H6Molar mass42.081 g·mol Appearance Colorless gas OdorSweet, ethereal Density1.879 g/L (1 atm, 0 °C)
680 g/L (liquid) Melting point−128 °C (−198 °F; 145 K) Boiling point−32.9 °C (−27.2 °F; 240.2 K) 502 mg/L Vapor pressure640 kPa (20 °C)
1350 kPa (50 °C) Acidity (pKa) ~46 −39.9·10 cm/mol Hazards Occupational safety and health (OHS/OSH):
Main hazards
Highly flammable
Asphyxiant GHS labelling: DangerNFPA 704 (fire diamond) 495 °C (923 °F; 768 K) Explosive limits2.4 % (lower)
10.4 % (upper) Safety data sheet (SDS) Air Liquide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Cyclopropane is the cycloalkane with the molecular formula (CH2)3, consisting of three methylene groups (CH2) linked to each other to form a triangular ring. The small size of the ring creates substantial ring strain in the structure. Cyclopropane itself is mainly of theoretical interest, but many cyclopropane derivatives are of commercial or biological significance.

Cyclopropane was used as a clinical inhalational anesthetic from the 1930s through the 1980s. The substance's high flammability poses a risk of fire and explosions in operating rooms because of its tendency to accumulate in confined spaces, as its density is higher than that of air.