Ethylene oxide

Ethylene oxide
Names
Preferred IUPAC name
Oxirane
Systematic IUPAC name
Epoxyethane
Oxacyclopropane
Other names
Ethylene oxide
Dimethylene oxide
1,2-Epoxyethane
[3]-crown-1
Epoxide
Identifiers
3D model (JSmol)
Abbreviations EO, EtO
102378
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.773
EC Number
  • 200-849-9
676
KEGG
MeSH Ethylene+Oxide
RTECS number
  • KX2450000
UNII
UN number 1040
  • InChI=1S/C2H4O/c1-2-3-1/h1-2H2 Y
    Key: IAYPIBMASNFSPL-UHFFFAOYSA-N Y
  • InChI=1/C2H4O/c1-2-3-1/h1-2H2
    Key: IAYPIBMASNFSPL-UHFFFAOYAX
  • O1CC1
Properties
C2H4O
Molar mass 44.052 g·mol−1
Appearance Colorless gas
Odor Like diethyl ether
Density 0.8821 g·cm−3
Melting point −112.46 °C (−170.43 °F; 160.69 K)
Boiling point 10.4 °C (50.7 °F; 283.5 K)
Miscible
Vapor pressure 1.46 atm (20 °C)
−30.5·10−6 cm3/mol
1.3597 (589 nm)
1.94 D
Thermochemistry
47.9 J·mol−1·K−1
242.5 J·mol−1·K−1
−52.6 kJ·mol−1
−13.0 kJ·mol−1
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Carcinogen
Extremely flammable
GHS labelling:
H220, H230, H280, H301, H314, H331, H335, H336, H340, H350, H360FD, H372
P202, P210, P260, P280, P301+P310+P330, P303+P361+P353, P305+P351+P338+P310, P410+P403
NFPA 704 (fire diamond)
3
4
2
Flash point −20 °C (−4 °F; 253 K)
429 °C (804 °F; 702 K)
Explosive limits 3 to 100%
Lethal dose or concentration (LD, LC):
836 ppm (mouse, 4 hr)
4000 ppm (rat, 4 hr)
800 ppm (rat, 4 hr)
819 ppm (guinea pig, 4 hr)
1460 ppm (rat, 4 hr)
835 ppm (mouse, 4 hr)
960 ppm (dog, 4 hr)
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 1 ppm 5 ppm [15-minute excursion]
REL (Recommended)
Ca TWA <0.1 ppm (0.18 mg/m3) C 5 ppm (9 mg/m3) [10-min/day]
IDLH (Immediate danger)
Ca [800 ppm]
Safety data sheet (SDS) ICSC 0155
Related compounds
Related heterocycles
Aziridine,
Thiirane,
Borirane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Ethylene oxide is an organic compound with the formula C2H4O. It is a cyclic ether and the simplest epoxide: a three-membered ring consisting of one oxygen atom and two carbon atoms. Ethylene oxide is a colorless and flammable gas with a faintly sweet odor. Because it is a strained ring, ethylene oxide easily participates in a number of addition reactions that result in ring-opening. Ethylene oxide is isomeric with acetaldehyde and with vinyl alcohol. Ethylene oxide is industrially produced by oxidation of ethylene in the presence of a silver catalyst.

The reactivity that is responsible for many of ethylene oxide's hazards also makes it useful. Although too dangerous for direct household use and generally unfamiliar to consumers, ethylene oxide is used for making many consumer products as well as non-consumer chemicals and intermediates. These products include detergents, thickeners, solvents, plastics, and various organic chemicals such as ethylene glycol, ethanolamines, simple and complex glycols, polyglycol ethers, and other compounds. Although it is a vital raw material with diverse applications, including the manufacture of products like polysorbate 20 and polyethylene glycol (PEG) that are often more effective and less toxic than alternative materials, ethylene oxide itself is a very hazardous substance. At room temperature it is a very flammable, carcinogenic, mutagenic, irritating, and anaesthetic gas.

Ethylene oxide is a surface disinfectant that is widely used in hospitals and the medical equipment industry to replace steam in the sterilization of heat-sensitive tools and equipment, such as disposable plastic syringes. It is so flammable and extremely explosive that it is used as a main component of thermobaric weapons; therefore, it is commonly handled and shipped as a refrigerated liquid to control its hazardous nature.

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