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

Details

Stereochemistry ACHIRAL
Molecular Formula C4H10O2
Molecular Weight 90.121
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYLENE GLYCOL MONOETHYL ETHER

SMILES

CCOCCO

InChI

InChIKey=ZNQVEEAIQZEUHB-UHFFFAOYSA-N
InChI=1S/C4H10O2/c1-2-6-4-3-5/h5H,2-4H2,1H3

HIDE SMILES / InChI

Molecular Formula C4H10O2
Molecular Weight 90.121
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Ethylene glycol monoethyl ether (2-ethoxyethanol) is a solvent with many commercial and industrial applications. It is found in multi-purpose cleaners such as varnish removers and degreasing solutions due to its ability to dissolve oils, resins, grease, waxes, nitrocellulose, and lacquer. 2-Ethoxyethanol is used as a diluent for color additive mixtures in the food industry and in the pharmaceutical industry for the production of colored capsules.

Approval Year

PubMed

PubMed

TitleDatePubMed
Occupational reproductive function abnormalities and bladder cancer in Korea.
2010-12
Expression of human A53T alpha-synuclein in the rat substantia nigra using a novel AAV1/2 vector produces a rapidly evolving pathology with protein aggregation, dystrophic neurite architecture and nigrostriatal degeneration with potential to model the pathology of Parkinson's disease.
2010-10-28
Unveiling thermal transitions of polymers in subnanometre pores.
2010-10-05
Induction of oxidative damage in the testes and spermatozoa and hematotoxicity in rats exposed to multiple doses of ethylene glycol monoethyl ether.
2010-10
New solvents designed on the basis of the molecular-microscopic properties of binary mixtures of the type (protic molecular solvent + 1-butyl-3-methylimidazolium-based ionic liquid).
2010-09-16
Effects of ethylene glycol ethers on cell viability in the human neuroblastoma SH-SY5Y cell line.
2010-09-07
Mechanism and branching ratios of hydroxy ethers + (*)OH gas phase reactions: relevance of h bond interactions.
2010-07-22
Porphyrinic molecular devices: towards nanoscaled processes.
2010-04-26
Isolation of plasma membrane vesicles from mouse placenta at term and measurement of system A and system beta amino acid transporter activity.
2010-01
The effect of stereochemistry on sodium ion complexation in nucleoside-metallacarborane conjugates.
2010
3-(3-Bromo-benz-yl)isoquinolin-1(2H)-one.
2009-12-04
Testicular gene expression profiling following 2-methoxyethanol and 2-ethoxyethanol exposure in male rats reveals abnormal expression of the actin binding protein cortactin in degenerating spermatocytes.
2009-10-28
Solvent-dependent conformation of amylose tris(phenylcarbamate) as deduced from scattering and viscosity data.
2009-09
Crystallization and preliminary X-ray analysis of the LOV domain of the blue-light receptor YtvA from Bacillus amyloliquefaciens FZB42.
2009-08-01
cis-Bis[2-(1,3-benzothia-zol-2-yl)-1-(4-fluoro-phen-yl)ethen-yl](pentane-2,4-dionato-κO,O')iridium(III).
2009-03-25
trans-(2-Benzoyl-pyridine-κN,O)dichlorido[2-(2-pyridylcarbon-yl)phenyl-κC,N]iridium(III) dichloro-methane solvate.
2009-02-13
Studies on the nature of hemolytic effect induced by ethylene glycol alkyl ethers.
2008-12-05
Phosphorescent organic light-emitting devices: working principle and iridium based emitter materials.
2008-08
Designing functionalized porphyrins capable of pseudo-2D self-assembly on surfaces.
2008-07-17
Toxicity of ethylene glycol monomethyl ether: impact on testicular gene expression.
2008-04
Hematological effects of four ethylene glycol monoalkyl ethers in short-term repeated exposure in rats.
2008-02
Isentropic expansion and related thermodynamic properties of non-ionic amphiphile-water mixtures.
2008-01-28
[Ethylene glycol alkyl ethers--the substances noxious to health].
2008
Integrated NMR-based metabonomic investigation of early metabolic effects of ethylene glycol monomethyl ether (EGME) on male reproductive organs in rats.
2007-12
Reproductive toxicity of ethylene glycol monoethyl ether in Aldh2 knockout mice.
2007-08
Hematological follow-up of an intervention program adding rubber glove-wearing to local ventilation for 2-ethoxyethanol acetate-exposed workers.
2007-07
A GC/MS study of the drying of ballpoint pen ink on paper.
2007-05-24
The influence of water mixtures on the dermal absorption of glycol ethers.
2007-01-15
Regioselective synthesis of bis(2-halo-3-pyridyl) dichalcogenides (E = S, Se and Te): directed ortho-lithiation of 2-halopyridines.
2007
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006-11
Inhibitory effect of ethylene glycol monoethyl ether on rat sperm motion.
2006-10
Prediction of in vivo embryotoxic effect levels with a combination of in vitro studies and PBPK modelling.
2006-08-01
[A case of death from ethylcellosolve poisoning].
2006-07-15
The influence of ferrous/ferric ions on the efficiency of photocatalytic oxidation of pollutants in groundwater.
2005-06
Protein expression analysis of rat testes induced testicular toxicity with several reproductive toxicants.
2005-05
Investigations on the subchronic toxicity of 2-methoxypropanol-1(acetate) in rats.
2005-02
Fourier transform infrared imaging of stereoregular poly(methyl methacrylate) dissolution.
2004-10
A comparison of developmental toxicity evident at term to postnatal growth and survival using ethylene glycol monoethyl ether, ethylene glycol monobutyl ether and ethanol.
1987
Reproductive toxicity of ethylene glycol monoethyl ether tested by continuous breeding of CD-1 mice.
1984-08
Developmental toxicity of four glycol ethers applied cutaneously to rats.
1984-08
Behavioral teratology of ethylene glycol monomethyl and monoethyl ethers.
1984-08
Comparative inhalation teratogenicity of four glycol ether solvents and an amino derivative in rats.
1984-08
Spermatotoxicity associated with acute and subchronic ethoxyethanol treatment.
1984-08
Testicular toxicity produced by ethylene glycol monomethyl and monoethyl ethers in the rat.
1984-08
Toxicities of ethylene glycol and ethylene glycol monoethyl ether in Fischer 344/N rats and B6C3F1 mice.
1984-08
Developmental effects after inhalation exposure of gravid rabbits and rats to ethylene glycol monoethyl ether.
1984-08
Effects of ethylene glycol monomethyl (EGME) and monoethyl (EGEE) ethers on the immunocompetence of allogeneic and syngeneic mice bearing L1210 mouse leukemia.
1984-08
Male reproductive toxicity and recovery associated with acute ethoxyethanol exposure in rats.
1984
Teratogenicity of 2-ethoxyethanol by dermal application.
1982
Ethoxyethanol behavioral teratology in rats.
1981-10
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:46:32 GMT 2025
Edited
by admin
on Mon Mar 31 17:46:32 GMT 2025
Record UNII
IDK7C2HS09
Record Status Validated (UNII)
Record Version
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Name Type Language
ETHYLENE GLYCOL MONOETHYL ETHER
HSDB   II  
Systematic Name English
ETHOXYETHANOL
INCI  
INCI  
Preferred Name English
ETHYLENE GLYCOL MONOETHYL ETHER [HSDB]
Common Name English
2-ETHOXYETHANOL [USP-RS]
Common Name English
2-ETHOXYETHANOL [MI]
Common Name English
2-ETHOXYETHANOL
MI  
Systematic Name English
CELLOSOLVE
Brand Name English
NSC-8837
Code English
ETHYLENE GLYCOL MONOETHYL ETHER [II]
Common Name English
Code System Code Type Description
MERCK INDEX
m5073
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY Merck Index
PUBCHEM
8076
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY
CHEBI
46788
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY
SMS_ID
100000130750
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY
DAILYMED
IDK7C2HS09
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY
HSDB
53
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY
FDA UNII
IDK7C2HS09
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY
RS_ITEM_NUM
1601543
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY
ECHA (EC/EINECS)
203-804-1
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY
NSC
8837
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY
RXCUI
1314365
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY RxNorm
EVMPD
SUB43586
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY
NCI_THESAURUS
C45678
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
CONCEPT Industrial Aid
EPA CompTox
DTXSID7024087
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY
DRUG BANK
DB02249
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY
MESH
C021296
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY
CAS
110-80-5
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY
WIKIPEDIA
2-ETHOXYETHANOL
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY
NCI_THESAURUS
C77465
Created by admin on Mon Mar 31 17:46:32 GMT 2025 , Edited by admin on Mon Mar 31 17:46:32 GMT 2025
PRIMARY