ETHYLENE OXIDE

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 Search

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

Description
Sources: http://www.ugr.es/~tep028/pqi/descargas/Industria%20quimica%20organica/tema_5/oxido_etileno_a10_117.pdf | https://monographs.iarc.fr/wp-content/uploads/2018/06/mono100F-28.pdf | https://www.ncbi.nlm.nih.gov/pubmed/17980234 | https://www.cancer.gov/about-cancer/causes-prevention/risk/substances/ethylene-oxide

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

Approval Year

PubMed

Title	Date	PubMed
Ethylene oxide and propylene oxide random copolymer/sodium chloride aqueous two-phase systems: wetting and adsorption on dodecyl-agarose and polystyrene.	2002-03-30	11835139
Preventing infection from reusable medical equipment: a systematic review.	2002-03-27	11916458
Rhodococcus erythropolis ATCC 25544 as a suitable source of cholesterol oxidase: cell-linked and extracellular enzyme synthesis, purification and concentration.	2002-03-26	11914155
Formation of water-in-CO(2) microemulsions with non-fluorous surfactant Ls-54 and solubilization of biomacromolecules.	2002-03-15	11921218
Effects of the sterilisation method on the wear of UHMWPE acetabular cups tested in a hip joint simulator.	2002-03	11829439
Enantioselective synthesis of (+)-4-demethoxy-1,4-dimethyldaunomycinone.	2002-03	11814850
Reprocessing of single-use endoscopic biopsy forceps and snares. One hospital's study.	2002-02-19	11847859
Cutinase-peptide fusions in thermoseparating aqueous two-phase systems. Prediction of partitioning and enhanced tag efficiency by detergent addition.	2002-02-08	11873963
The Mount Sinai Hospital's role in the development of anesthesia safety standards.	2002-02-08	11832964
A facile C-C bond cleavage in the epoxides and its use for the synthesis of oxygenated heterocycles by a ring expansion strategy.	2002-02-07	11820902
Degradation of polyethoxylated nonylphenols in a sewage treatment plant. Quantitative analysis by isotopic dilution-HRGC/MS.	2002-02	11848370
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.	2002-02	11838021
Physical effects of reuse and repeated ethylene oxide sterilization on transscleral cyclophotocoagulation laser G-probes.	2002-02	11821685
The first generation and stereospecific alkylation of alpha-trifluoromethyl oxiranyl anion.	2002-01-24	11796043
Formation of a stable surface oxametallacycle that produces ethylene oxide.	2002-01-16	11782183
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.	2002-01-11	11777473
Evaluation of 5 types of fishing material, 2 sterilization methods, and a crimp-clamp system for extra-articular stabilization of the canine stifle joint.	2002-01-05	11778171
The effect of repeated ethylene oxide sterilization on the mechanical strength of synthetic absorbable sutures.	2002-01-05	11765698
Synthesis and pharmacological evaluation of new 16-methyl pregnane derivatives.	2002-01	11824579
Identification of mammary carcinogens in rodent bioassays.	2002	11921183
Tobacco smoke carcinogens and breast cancer.	2002	11921179
Safety of plasma-based sterilization: surface modifications of polymeric medical devices induced by Sterrad and Plazlyte processes.	2002	11847405
Oxyfunctionalization of non-natural targets by dioxiranes. 4. Efficient oxidation of Binor S using methyl(trifluoromethyl)dioxirane.	2001-12-28	11749648
Constraining of small-ring cyclic ether triads by stereodefined spiroannulation to an inositol orthoformate platform. Solution- and gas-phase alkali metal binding affinities for three- to five-membered ring structural combinations.	2001-12-14	11735548
Microbial epoxide hydrolases for preparative biotransformations.	2001-12	11849937
Lack of mutagenic and co-mutagenic effects of magnetic fields during magnetic resonance imaging.	2001-12	11747036
Persulfoxide: key intermediate in reactions of singlet oxygen with sulfides.	2001-11	11714259
Assessment of cancer risk from ethylene oxide residues in spices imported into New Zealand.	2001-11	11527564
Synthesis of ((t)Bu3SiNH)2ClW triple bond WCl(NHSi(t)Bu3)2 and its degradation via NH bond activation.	2001-10-31	11673989
The effects of use and simulated reuse on percutaneous transluminal coronary angioplasty balloons and catheters.	2001-10-24	11668948
Effects of nonionic surfactants on bacterial transport through porous media.	2001-10-01	11642447
Influence of polymorphisms of the human glutathione transferases and cytochrome P450 2E1 enzyme on the metabolism and toxicity of ethylene oxide and acrylonitrile.	2001-10-01	11535247
[Recurrent edema of the face and neck in a chronically hemodialyzed patient].	2001-10	11887776
Analysis of survivorship after total hip arthroplasty using a ceramic head.	2001-10	11603670
The fate of linear alcohol ethoxylates during activated sludge sewage treatment.	2001-10	11572584
DNA damage induced by gamma-radiation in combination with ethylene oxide or propylene oxide in human fibroblasts.	2001-09-28	11566293
Reproductive and developmental risks from ethylene oxide: a probabilistic characterization of possible regulatory thresholds.	2001-08	11726021
Preparations of organobentonite using nonionic surfactants.	2001-08	11513433
Inhibition of creatine kinase activity in rat brain by methyl bromide gas.	2001-08	11498799
Evaluation of glutaraldehyde and povidone iodine for sterilization of wide-field contact vitrectomy lenses.	2001-07-28	11475395
Potential of block copolymer- and immuno-conjugates for tumor-targeted delivery of Bowman-Birk soybean proteinase inhibitor.	2001-07-06	11489510
Synthesis of optically active N-(2-pyridyloxiran-2-ylmethyl) benzenesulfonamide derivatives and their herbicidal activity.	2001-07	11515529
Two episodes of ethylene oxide poisoning--a case report.	2001-06	11593964
Group 13 compounds incorporating Salen ligands.	2001-01	11712193
Infrared frequency-modulation probing of product formation in alkyl + O2 reactions. Part IV. Reactions of propyl and butyl radicals with O2.	2001	11877987
Final report on the safety assessment of PEG-25 propylene glycol stearate, PEG-75 propylene glycol stearate, PEG-120 propylene glycol stearate, PEG-10 propylene glycol, PEG-8 propylene glycol cocoate, and PEG-55 propylene glycol oleate.	2001	11800049
Use of covalent binding in risk assessment.	2001	11765018
The efficacy of chemical agents in cleaning and disinfection programs.	2001	11591223
Effects of ethylene oxide gas sterilization on physical properties of poly(L-lactide)-poly(ethylene glycol)-poly(L-lactide) microspheres.	2001	11587041
Assessment of parameters associated to the risk of PVC catheter reuse.	2001	11505424

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

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