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Details

Stereochemistry ACHIRAL
Molecular Formula C2H4O
Molecular Weight 44.0526
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYLENE OXIDE

SMILES

C1CO1

InChI

InChIKey=IAYPIBMASNFSPL-UHFFFAOYSA-N
InChI=1S/C2H4O/c1-2-3-1/h1-2H2

HIDE SMILES / InChI

Molecular Formula C2H4O
Molecular Weight 44.0526
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Ethylene oxide (oxirane) is the simplest cyclic ether. It is a colorless gas or liquid and has a sweet, etheric odor. Ethylene oxide is an important raw material used in the manufacture of chemical derivatives. Ethylene oxide is very reactive because its highly strained ring can be opened easily, and is thus one of the most versatile chemical intermediates. The ability of ethylene oxide to damage DNA makes it an effective sterilizing agent but also accounts for its cancer-causing activity.

Originator

Sources: A. Wurtz, Justus Liebigs Ann. Chem. 110 (1859) 125 –128.
Curator's Comment: reference retrieved from http://www.ugr.es/~tep028/pqi/descargas/Industria%20quimica%20organica/tema_5/oxido_etileno_a10_117.pdf

Approval Year

PubMed

PubMed

TitleDatePubMed
Assessment of parameters associated to the risk of PVC catheter reuse.
2001
Blends of stearyl poly(ethylene oxide) coupling-polymer in chitosan as coating materials for polyurethane intravascular catheters.
2001
Non-inflatable sterile sheath for introduction of the flexible nasopharyngolaryngoscope.
2001 Apr
Hodgsonox, a new class of sesquiterpene from the liverwort Lepidolaena hodgsoniae. Isolation directed by insecticidal activity.
2001 Apr 20
Preparations of organobentonite using nonionic surfactants.
2001 Aug
Inhibition of creatine kinase activity in rat brain by methyl bromide gas.
2001 Aug
Neurological and emotional sequelae of exposure to ethylene oxide.
2001 Jan
Potential of block copolymer- and immuno-conjugates for tumor-targeted delivery of Bowman-Birk soybean proteinase inhibitor.
2001 Jul 6
Evaluation of glutaraldehyde and povidone iodine for sterilization of wide-field contact vitrectomy lenses.
2001 Jul-Aug
Study of the addition of monoalkylphosphonic acids onto trialkyl-substituted epoxides.
2001 Jun 1
Sensitivity of (1)J[C(1)-H(1)] magnitudes to anomeric stereochemistry in 2,3-anhydro-O-furanosides.
2001 Jun 29
Quantitative detection of N(7)-(2-hydroxyethyl)guanine adducts in DNA using high-performance liquid chromatography/electrospray ionization tandem mass spectrometry.
2001 Mar
Reactions of actinide ions with ethylene oxide.
2001 Mar
Ethyl(methyl)dioxirane as an efficient reagent for the oxidation of nucleoside phosphites into phosphates under nonbasic anhydrous conditions.
2001 Mar 22
Poly(ethylene glycol)-poly(L-lactide) diblock copolymer prevents aggregation of poly(L-lactide) microspheres during ethylene oxide gas sterilization.
2001 May
An evaluation of the capacity of differently prepared demineralised bone matrices (DBM) and toxic residuals of ethylene oxide (EtOx) to provoke an inflammatory response in vitro.
2001 May
Base-induced heterochiral dimerization of an oxiranyl carbaldimine: stereoselective synthesis of a highly functionalized aziridine.
2001 May 17
Reprocessing of single-use endoscopic biopsy forceps and snares. One hospital's study.
2001 May-Jun
Physical effects of reuse and repeated ethylene oxide sterilization on transscleral cyclophotocoagulation laser G-probes.
2002 Feb
A facile C-C bond cleavage in the epoxides and its use for the synthesis of oxygenated heterocycles by a ring expansion strategy.
2002 Feb 7
The first generation and stereospecific alkylation of alpha-trifluoromethyl oxiranyl anion.
2002 Jan 24
Formation of water-in-CO(2) microemulsions with non-fluorous surfactant Ls-54 and solubilization of biomacromolecules.
2002 Mar 15
Ethylene oxide and propylene oxide random copolymer/sodium chloride aqueous two-phase systems: wetting and adsorption on dodecyl-agarose and polystyrene.
2002 Mar 30
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:33:45 GMT 2025
Edited
by admin
on Mon Mar 31 17:33:45 GMT 2025
Record UNII
JJH7GNN18P
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ETHYLENE OXIDE
FHFI   HSDB   MART.   MI   WHO-DD  
Systematic Name English
CIBA-GEIGY 9138
Preferred Name English
OXIRANE
Systematic Name English
ETHYLENEOXY
Common Name English
ETO
Common Name English
Ethylene oxide [WHO-DD]
Common Name English
ETHYLENE OXIDE [MART.]
Common Name English
ETHYLENE OXIDE [HSDB]
Common Name English
OXACYCLOPROPANE
Systematic Name English
DIHYDROOXIRENE
Systematic Name English
1,2-EPOXYETHANE
Systematic Name English
ETHYLENE OXIDE [MI]
Common Name English
ETHYLENE OXIDE [IARC]
Common Name English
ETHYLENE OXIDE [FHFI]
Common Name English
OXANE
Systematic Name English
OXIDOETHANE
Systematic Name English
FEMA NO. 2433
Code English
EPOXYETHANE
Systematic Name English
OXYFUME
Common Name English
Classification Tree Code System Code
IARC Ethylene oxide
EPA PESTICIDE CODE 42301
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
CFR 21 CFR 172.770
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
NCI_THESAURUS C45408
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
Code System Code Type Description
NCI_THESAURUS
C29821
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
PRIMARY
DAILYMED
JJH7GNN18P
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
PRIMARY
EPA CompTox
DTXSID0020600
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
PRIMARY
EVMPD
SUB13759MIG
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
PRIMARY
CHEBI
46941
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
PRIMARY
RXCUI
1368154
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
PRIMARY RxNorm
MESH
D005027
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
PRIMARY
ALANWOOD
ethylene oxide
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
PRIMARY
HSDB
170
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
PRIMARY
CAS
75-21-8
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
PRIMARY
CHEBI
27561
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
PRIMARY
WIKIPEDIA
ETHYLENE OXIDE
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
PRIMARY
PUBCHEM
6354
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-849-9
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
PRIMARY
FDA UNII
JJH7GNN18P
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
PRIMARY
MERCK INDEX
m5126
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
PRIMARY Merck Index
SMS_ID
100000079198
Created by admin on Mon Mar 31 17:33:45 GMT 2025 , Edited by admin on Mon Mar 31 17:33:45 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY