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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

Description

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

Wurtz A.
1
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

2012
618
PubMed

PubMed

TitleDatePubMed
Infrared frequency-modulation probing of product formation in alkyl + O2 reactions. Part IV. Reactions of propyl and butyl radicals with O2.
2001
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
Use of covalent binding in risk assessment.
2001
The efficacy of chemical agents in cleaning and disinfection programs.
2001
Effects of ethylene oxide gas sterilization on physical properties of poly(L-lactide)-poly(ethylene glycol)-poly(L-lactide) microspheres.
2001
Assessment of parameters associated to the risk of PVC catheter reuse.
2001
Reproductive and developmental risks from ethylene oxide: a probabilistic characterization of possible regulatory thresholds.
2001 Aug
Preparations of organobentonite using nonionic surfactants.
2001 Aug
Inhibition of creatine kinase activity in rat brain by methyl bromide gas.
2001 Aug
Microbial epoxide hydrolases for preparative biotransformations.
2001 Dec
Lack of mutagenic and co-mutagenic effects of magnetic fields during magnetic resonance imaging.
2001 Dec
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 Dec 14
Oxyfunctionalization of non-natural targets by dioxiranes. 4. Efficient oxidation of Binor S using methyl(trifluoromethyl)dioxirane.
2001 Dec 28
Group 13 compounds incorporating Salen ligands.
2001 Jan
Synthesis of optically active N-(2-pyridyloxiran-2-ylmethyl) benzenesulfonamide derivatives and their herbicidal activity.
2001 Jul
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
Two episodes of ethylene oxide poisoning--a case report.
2001 Jun
Validation of ethylene oxide-sterilization using a new measuring system.
2001 Jun
Reprocessing of single-use endoscopic biopsy forceps and snares. One hospital's study.
2001 May-Jun
Persulfoxide: key intermediate in reactions of singlet oxygen with sulfides.
2001 Nov
Assessment of cancer risk from ethylene oxide residues in spices imported into New Zealand.
2001 Nov
The effect of repeated ethylene oxide sterilization on the mechanical strength of synthetic absorbable sutures.
2001 Nov-Dec
[Recurrent edema of the face and neck in a chronically hemodialyzed patient].
2001 Oct
Analysis of survivorship after total hip arthroplasty using a ceramic head.
2001 Oct
The fate of linear alcohol ethoxylates during activated sludge sewage treatment.
2001 Oct
Effects of nonionic surfactants on bacterial transport through porous media.
2001 Oct 1
Influence of polymorphisms of the human glutathione transferases and cytochrome P450 2E1 enzyme on the metabolism and toxicity of ethylene oxide and acrylonitrile.
2001 Oct 1
Synthesis of ((t)Bu3SiNH)2ClW triple bond WCl(NHSi(t)Bu3)2 and its degradation via NH bond activation.
2001 Oct 31
DNA damage induced by gamma-radiation in combination with ethylene oxide or propylene oxide in human fibroblasts.
2001 Sep 28
Identification of mammary carcinogens in rodent bioassays.
2002
Tobacco smoke carcinogens and breast cancer.
2002
Safety of plasma-based sterilization: surface modifications of polymeric medical devices induced by Sterrad and Plazlyte processes.
2002
Degradation of polyethoxylated nonylphenols in a sewage treatment plant. Quantitative analysis by isotopic dilution-HRGC/MS.
2002 Feb
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
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
Cutinase-peptide fusions in thermoseparating aqueous two-phase systems. Prediction of partitioning and enhanced tag efficiency by detergent addition.
2002 Feb 8
Synthesis and pharmacological evaluation of new 16-methyl pregnane derivatives.
2002 Jan
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
The first generation and stereospecific alkylation of alpha-trifluoromethyl oxiranyl anion.
2002 Jan 24
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
Effects of the sterilisation method on the wear of UHMWPE acetabular cups tested in a hip joint simulator.
2002 Mar
Enantioselective synthesis of (+)-4-demethoxy-1,4-dimethyldaunomycinone.
2002 Mar
Formation of water-in-CO(2) microemulsions with non-fluorous surfactant Ls-54 and solubilization of biomacromolecules.
2002 Mar 15
Rhodococcus erythropolis ATCC 25544 as a suitable source of cholesterol oxidase: cell-linked and extracellular enzyme synthesis, purification and concentration.
2002 Mar 26
Preventing infection from reusable medical equipment: a systematic review.
2002 Mar 27
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

Patents

03984407
31
04035369
3
04116963
1
Substance Class Chemical
Created
by admin
on Wed Jul 05 22:30:49 UTC 2023
Edited
by admin
on Wed Jul 05 22:30:49 UTC 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 Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
CFR 21 CFR 172.770
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
NCI_THESAURUS C45408
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C29821
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
PRIMARY
DAILYMED
JJH7GNN18P
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
PRIMARY
EPA CompTox
DTXSID0020600
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
PRIMARY
EVMPD
SUB13759MIG
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
PRIMARY
CHEBI
46941
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
PRIMARY
RXCUI
1368154
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
PRIMARY RxNorm
MESH
D005027
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
PRIMARY
ALANWOOD
ethylene oxide
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
PRIMARY
HSDB
170
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
PRIMARY
CAS
75-21-8
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
PRIMARY
CHEBI
27561
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
PRIMARY
WIKIPEDIA
ETHYLENE OXIDE
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
PRIMARY
PUBCHEM
6354
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-849-9
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
PRIMARY
FDA UNII
JJH7GNN18P
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
PRIMARY
MERCK INDEX
M5126
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
PRIMARY Merck Index
SMS_ID
100000079198
Created by admin on Wed Jul 05 22:30:49 UTC 2023 , Edited by admin on Wed Jul 05 22:30:49 UTC 2023
PRIMARY
Related Record Type Details
Structure of ETHYLENE OXIDE
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