U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Use of covalent binding in risk assessment.
2001
The efficacy of chemical agents in cleaning and disinfection programs.
2001
Assessment of parameters associated to the risk of PVC catheter reuse.
2001
Efficacy of high-level disinfectants for reprocessing GI endoscopes in simulated-use testing.
2001 Apr
Retrospective collection of exposure data from industry: results from a feasibility study in the United Kingdom.
2001 Feb
Fluorescence spectroscopy of aromatic species produced in rich premixed ethylene flames.
2001 Feb-Mar
Neurological and emotional sequelae of exposure to ethylene oxide.
2001 Jan
Evaluation of glutaraldehyde and povidone iodine for sterilization of wide-field contact vitrectomy lenses.
2001 Jul-Aug
Validation of ethylene oxide-sterilization using a new measuring system.
2001 Jun
In vitro genotoxicity testing of (1-chloroethenyl)oxirane, a metabolite of beta-chloroprene.
2001 Jun 1
The metabolism of beta-chloroprene: preliminary in-vitro studies using liver microsomes.
2001 Jun 1
Comparative carcinogenicity of 1,3-butadiene, isoprene, and chloroprene in rats and mice.
2001 Jun 1
Sensitivity of (1)J[C(1)-H(1)] magnitudes to anomeric stereochemistry in 2,3-anhydro-O-furanosides.
2001 Jun 29
New, azide-free transformation of epoxides into 1,2-diamino compounds: synthesis of the anti-influenza neuraminidase inhibitor oseltamivir phosphate (Tamiflu).
2001 Mar 23
Keratinocyte-driven contraction of reconstructed human skin.
2001 Mar-Apr
Hemoglobin adducts and sister chromatid exchanges in hospital workers exposed to ethylene oxide: effects of glutathione S-transferase T1 and M1 genotypes.
2001 May
Poly(ethylene glycol)-poly(L-lactide) diblock copolymer prevents aggregation of poly(L-lactide) microspheres during ethylene oxide gas sterilization.
2001 May
Spectrophotometric assay of POE nonionic surfactants and its application to surfactant sorption isotherms.
2001 May 15
Induction and persistence of micronuclei, sister-chromatid exchanges and chromosomal aberrations in splenocytes and bone-marrow cells of rats exposed to ethylene oxide.
2001 May 31
Stereoselective access to hydroxy oxetanes and tetrahydrooxepines through isomerization of oxiranyl ethers.
2001 May 4
The effect of repeated ethylene oxide sterilization on the mechanical strength of synthetic absorbable sutures.
2001 Nov-Dec
Analysis of survivorship after total hip arthroplasty using a ceramic head.
2001 Oct
Effects of nonionic surfactants on bacterial transport through porous media.
2001 Oct 1
Safety of plasma-based sterilization: surface modifications of polymeric medical devices induced by Sterrad and Plazlyte processes.
2002
Poly(ethylene glycol) doubly and singly cationized by different alkali metal ions: relative cation affinities and cation-dependent resolution in a quadrupole ion trap mass spectrometer.
2002 Feb
Cutinase-peptide fusions in thermoseparating aqueous two-phase systems. Prediction of partitioning and enhanced tag efficiency by detergent addition.
2002 Feb 8
Revision of absolute configuration of enantiomeric (methylenecyclopropyl)carbinols obtained from (R)-(-)- and (S)-(+)-epichlorohydrin and methylenetriphenylphosphorane. Implications for reaction mechanism and improved synthesis of antiviral methylenecyclopropane analogues of nucleosides.
2002 Jan 11
Formation of a stable surface oxametallacycle that produces ethylene oxide.
2002 Jan 16
Evaluation of 5 types of fishing material, 2 sterilization methods, and a crimp-clamp system for extra-articular stabilization of the canine stifle joint.
2002 Jan-Feb
The Mount Sinai Hospital's role in the development of anesthesia safety standards.
2002 Jan-Mar
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 Fri Dec 15 14:58:44 GMT 2023
Edited
by admin
on Fri Dec 15 14:58:44 GMT 2023
Record UNII
JJH7GNN18P
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ETHYLENE OXIDE
FHFI   HSDB   MART.   MI   WHO-DD  
Systematic 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
CIBA-GEIGY 9138
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 Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
CFR 21 CFR 172.770
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
NCI_THESAURUS C45408
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C29821
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
PRIMARY
DAILYMED
JJH7GNN18P
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
PRIMARY
EPA CompTox
DTXSID0020600
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
PRIMARY
EVMPD
SUB13759MIG
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
PRIMARY
CHEBI
46941
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
PRIMARY
RXCUI
1368154
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
PRIMARY RxNorm
MESH
D005027
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
PRIMARY
ALANWOOD
ethylene oxide
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
PRIMARY
HSDB
170
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
PRIMARY
CAS
75-21-8
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
PRIMARY
CHEBI
27561
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
PRIMARY
WIKIPEDIA
ETHYLENE OXIDE
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
PRIMARY
PUBCHEM
6354
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-849-9
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
PRIMARY
FDA UNII
JJH7GNN18P
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
PRIMARY
MERCK INDEX
m5126
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
PRIMARY Merck Index
SMS_ID
100000079198
Created by admin on Fri Dec 15 14:58:44 GMT 2023 , Edited by admin on Fri Dec 15 14:58:44 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY