Propylene oxide

Propylene oxide
Structural formula
Structural formula
Ball-and-stick model of the propylene oxide molecule
Ball-and-stick model of the propylene oxide molecule
Names
Preferred IUPAC name
(2R)-2-Methyloxirane
(2S)-2-Methyloxirane
Other names
Propylene oxide
Epoxypropane
Propylene epoxide
1,2-Propylene oxide
Methyl oxirane
1,2-Epoxypropane
Propene oxide
Methyl ethylene oxide
Methylethylene oxide
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.000.800
EC Number
  • 200-879-2
KEGG
UNII
  • InChI=1S/C3H6O/c1-3-2-4-3/h3H,2H2,1H3
    Key: GOOHAUXETOMSMM-UHFFFAOYSA-N
  • CC1CO1
Properties
C3H6O
Molar mass 58.080 g·mol−1
Appearance Colourless liquid
Odor benzene-like
Density 0.859 g/cm3
Melting point −111.9 °C (−169.4 °F; 161.2 K)
Boiling point 35 °C (95 °F; 308 K)
41% (20 °C)
Vapor pressure 445 mmHg (20 °C)
−4.25×10−5 cm3/mol
1.3660
Thermochemistry
120.4 J·(K·mol)−1
196.5 J·(K·mol)−1
−123.0 kJ·mol−1
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Extremely flammable
GHS labelling:
GHS02: FlammableGHS08: Health hazardGHS07: Exclamation mark
Danger
NFPA 704 (fire diamond)
NFPA 704 four-colored diamond
3
4
2
Flash point −37 °C (−35 °F; 236 K)
747 °C (1,377 °F; 1,020 K)
Explosive limits 2.3–36%
Lethal dose or concentration (LD, LC):
660 mg/kg (guinea pig, oral)
380 mg/kg (rat, oral)
440 mg/kg (mouse, oral)
1140 mg/kg (rat, oral)
690 mg/kg (guinea pig, oral)
1740 ppm (mouse, 4 h)
4000 ppm (rat, 4 h)
2005 ppm (dog, 4 h)
4000 ppm (guinea pig, 4 h)
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 100 ppm (240 mg/m3)
REL (Recommended)
Ca
IDLH (Immediate danger)
Ca [400 ppm]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Propylene oxide is an epoxide with the molecular formula C3H6O. This colourless volatile liquid with an odour similar to ether, is produced on a large scale industrially. Its major application is its use for the production of polyether polyols for use in making polyurethane plastics. It is a chiral epoxide, although it is commonly used as a racemic mixture.

This compound is sometimes called 1,2-propylene oxide to distinguish it from its isomer 1,3-propylene oxide, better known as oxetane.