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324558 Sigma-Aldrich

Ethylene glycol

anhydrous, 99.8%

Synonym: 1,2-Ethanediol

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Properties

Related Categories Anhydrous Solvents, Chemical Synthesis, Others, Protecting and Derivatizing Reagents, Protection and Derivatization,
grade   anhydrous
vapor density   2.1 (vs air)
vapor pressure   0.08 mmHg ( 20 °C)
assay   99.8%
autoignition temp.   752 °F
expl. lim.   15.3 %
impurities   <0.003% water
  <0.005% water (100 mL pkg)
refractive index   n20/D 1.431(lit.)
bp   195-198 °C
mp   −13 °C(lit.)
density   1.113 g/mL at 25 °C(lit.)

Description

Frequently Asked Questions

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Packaging

1, 6×1, 2 L in Sure/Seal™

100 mL in Sure/Seal™

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 324558.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

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Suggested Laboratory Gloves


Laboratory GlovesThis substance has been tested against several types of hand protection for CE compliance. Click below to find the recommended gloves for handling this product.



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Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Kidney
RIDADR 
UN 3082 9 / PGIII
WGK Germany 
1
RTECS 
KW2975000
Flash Point(F) 
231.8 °F
Flash Point(C) 
111 °C

Protocols & Articles

Articles

Determination of Water Content in Ethylene glycol Using Karl Fischer Titration

The determination of water in alcohols is straightforward. The substances dissolve very easily in methanol and addition of solubility mediators is only necessary in the case of long chain alcohols. I...
Keywords: Titrations

Peer-Reviewed Papers

References

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Spatial mapping and quantification of soft and hard protein coronas at silver nanocubes. Miclăuş T, Bochenkov VE, Ogaki R, et al. Nano Lett. 14(4), 2086-93, (2014)

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Preservation of human ovarian follicles within tissue frozen by vitrification in a xeno-free closed system using only ethylene glycol as a permeating cryoprotectant. Sheikhi M, Hultenby K, Niklasson B, et al. Fertil. Steril. 100(1), 170-7.e1-2, (2013)

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Control of the size, shape and composition of highly uniform, non-agglomerated, sub-micrometer β-tricalcium phosphate and dicalcium phosphate platelets. Galea L, Bohner M, Thuering J, et al. Biomaterials 34(27), 6388-401, (2013)

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Ethylene glycol: an estimate of tolerable levels of exposure based on a review of animal and human data. Hess R, Bartels MJ, and Pottenger LH Arch. Toxicol. 78(12), 671-80, (2004)

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A facile and versatile approach to design self-assembled monolayers on glass using thiol-ene chemistry. Oberleitner B, Dellinger A, Déforet M, et al. Chem. Commun. (Camb.) 49(16), 1615-7, (2013)

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Ethylene glycol poisoning. Leth PM and Gregersen M Forensic Sci. Int. 155(2-3), 179-84, (2005)

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Electrooxidation of ethylene glycol and glycerol on Pd-(Ni-Zn)/C anodes in direct alcohol fuel cells. Marchionni A, Bevilacqua M, Bianchini C, et al. ChemSusChem 6(3), 518-28, (2013)

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Synthesis of Ag nanocubes 18-32 nm in edge length: the effects of polyol on reduction kinetics, size control, and reproducibility. Wang Y, Zheng Y, Huang CZ, et al. J. Am. Chem. Soc. 135(5), 1941-51, (2013)

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Case records of the Massachusetts General Hospital. Case 4-2015. A 49-year-old man with obtundation followed by agitation and acidosis. Cooper CM and Baron JM N. Engl. J. Med. 372(5), 465-73, (2015)

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[Metabolic acidosis--not always easy]. Flaatten H Tidsskr. Nor. Laegeforen. 133(23-24), 2487-8, (2013)

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[A man in his 70s found confused on his training ride]. Salomonsen M, Hardersen R, Carlsson M, et al. Tidsskr. Nor. Laegeforen. 133(23-24), 2483-7, (2013)

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[Influence of cryopreservation and lyophilization on exopolysaccharide synthesis and viability of Xanthomonas campestris pv. campestris IMV B-7001]. Golovach TN and Groma LI Mikrobiol. Z. 75(1), 14-20, (2013)

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[The influence of the penetrating cryoprotectors on protein synthesis in the cell-free system of the rat liver]. Gulevskiĭ AK and Nikol'chenko AIu Ukr. Biokhim. Zh. 84(5), 68-75, (2012)

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[Experimental justification of approaches to pharmacological correction of delayed disorders caused by acute ethylene glycol poisoning]. Liubishin MM, Sivak KV, and Savateeva-Liubimova TN Eksp. Klin. Farmakol. 75(11), 31-4, (2012)

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Autonomic dysfunction as a delayed sequelae of acute ethylene glycol ingestion : a case report and review of the literature. Rahman SS, Kadakia S, Balsam L, et al. J. Med. Toxicol. 8(2), 124-9, (2012)

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Ethylene glycol, hazardous substance in the household. Patocka J and Hon Z Acta Medica (Hradec Kralove) 53(1), 19-23, (2010)

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Toxic alcohol ingestions: focus on ethylene glycol and methanol. McMahon DM, Winstead S, and Weant KA Adv. Emerg. Nurs. J. 31(3), 206-13, (2009)

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Derivation of a chemical-specific adjustment factor (CSAF) for use in the assessment of risk from chronic exposure to ethylene glycol: application of International Programme for Chemical Safety guidelines. Palmer RB and Brent J Toxicol. Appl. Pharmacol. 207(2 Suppl), 576-84, (2005)

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Fomepizole for ethylene glycol and methanol poisoning Brent, J. N. Engl. J. Med. 360, 2216-23, (2009)

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One-pot conversion of cellulose to ethylene glycol with multifunctional tungsten-based catalysts. Wang A and Zhang T Acc. Chem. Res. 46(7), 1377-86, (2013)

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Developing structure-activity relationships for the prediction of hepatotoxicity. Nigel Greene et al Chem. Res. Toxicol. 23, 1215-22, (2010)

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Prospective controlled study to evaluate laboratory and clinical outcomes of oocyte vitrification obtained in in vitro fertilization patients aged 30 to 39 years. Chang CC, Elliott TA, Wright G, et al. Fertil. Steril. 99(7), 1891-7, (2013)

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Simple and direct synthesis of oxygenous carbon supported palladium nanoparticles with high catalytic activity. Fang Y and Wang E Nanoscale 5(5), 1843-8, (2013)

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Catalytic conversion of cellulose to ethylene glycol over a low-cost binary catalyst of Raney Ni and tungstic acid. Tai Z, Zhang J, Wang A, et al. ChemSusChem 6(4), 652-8, (2013)

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Cytotoxic 3,5-bis(benzylidene)piperidin-4-ones and N-acyl analogs displaying selective toxicity for malignant cells. Hari N Pati et al Eur. J. Med. Chem. 43, 1-7, (2008)

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Ethylene glycol poisoning: quintessential clinical toxicology; analytical conundrum. Porter WH Clin. Chim. Acta 413(3-4), 365-77, (2012)

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Cyclooxgenase-2 inhibiting perfluoropoly (ethylene glycol) ether theranostic nanoemulsions-in vitro study. Patel SK, Zhang Y, Pollock JA, et al. PLoS ONE 8(2), e55802, (2013)

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Genotoxicity assessment of mouse oocytes by comet assay before vitrification and after warming with three vitrification protocols. Berthelot-Ricou A, Perrin J, di Giorgio C, et al. Fertil. Steril. 100(3), 882-8, (2013)

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Visible light photo-oxidation of model pollutants using CaCu3Ti4O12: an experimental and theoretical study of optical properties, electronic structure, and selectivity. Joanna H. Clark et al J. Am. Chem. Soc. 133, 1016-32, (2010)

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Methanol and ethylene glycol acute poisonings - predictors of mortality. Coulter CV, Farquhar SE, McSherry CM, et al. Clin. Toxicol. (Phila.) 49(10), 900-6, (2011)

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A predictive ligand-based Bayesian model for human drug-induced liver injury. Sean Ekins et al Drug Metab. Dispos. 38, 2302-8, (2010)

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Mode of action: oxalate crystal-induced renal tubule degeneration and glycolic acid-induced dysmorphogenesis--renal and developmental effects of ethylene glycol. Corley RA, Meek ME, and Carney EW Crit. Rev. Toxicol. 35(8-9), 691-702, (2005)

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Are calcium oxalate crystals involved in the mechanism of acute renal failure in ethylene glycol poisoning? McMartin K Clin. Toxicol. (Phila.) 47(9), 859-69, (2009)

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Evaluation of extenders and cryoprotectants on motility and morphology of longtooth grouper (Epinephelus bruneus) sperm. Lim HK and Le MH Theriogenology 79(5), 867-71, (2013)

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Validation of a method to predict required dialysis time for cases of methanol and ethylene glycol poisoning. Youssef GM and Hirsch DJ Am. J. Kidney Dis. 46(3), 509-11, (2005)

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Drug and chemical metabolites in clinical toxicology investigations: the importance of ethylene glycol, methanol and cannabinoid metabolite analyses. Fraser AD, Coffin L, and Worth D Clin. Biochem. 35(7), 501-11, (2002)

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Mechanistic insights into amplification of specific ion effect in water-nonaqueous solvent mixtures. Liu L, Wang T, Liu C, et al. J. Phys. Chem. B 117(8), 2535-44, (2013)

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Prolonged continuous in vitro human platelet production using three-dimensional scaffolds. Sullenbarger B Exp. Hematol. 37(1), 101-10, (2009)

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Delayed neurological sequelae from ethylene glycol, diethylene glycol and methanol poisonings. Reddy NJ, Sudini M, and Lewis LD Clin. Toxicol. (Phila.) 48(10), 967-73, (2010)

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Ethylene glycol, methanol and isopropyl alcohol intoxication. Jammalamadaka D and Raissi S Am. J. Med. Sci. 339(3), 276-81, (2010)

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Falsely increased plasma lactate concentration due to ethylene glycol poisoning in 2 dogs. Hopper K and Epstein SE J. Vet. Emerg. Crit. Care (San Antonio.) 23(1), 63-7, (2013)

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The structure of poly-L-lysine in different solvents. Mirtič A and Grdadolnik J Biophys. Chem. 175-176, 47-53, (2013)

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Methanol and ethylene glycol intoxication. Kruse JA Crit. Care Clin. 28(4), 661-711, (2012)

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Effect of the size of zona pellucida opening by laser assisted hatching on clinical outcome of frozen cleaved embryos that were cultured to blastocyst after thawing in women with multiple implantation failures of embryo transfer: a retrospective study. Hiraoka K J. Assist. Reprod. Genet. 25(4), 129-35, (2008)

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A generalized strategy for immobilizing uniformly oriented membrane proteins at solid interfaces. Vaish A, Silin V, Walker ML, et al. Chem. Commun. (Camb.) 49(26), 2685-7, (2013)

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Molecular dynamics simulations of the interactions of DMSO, mono- and polyhydroxylated cryosolvents with a hydrated phospholipid bilayer. Malajczuk CJ, Hughes ZE, and Mancera RL Biochim. Biophys. Acta 1828(9), 2041-55, (2013)

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Catalytic biofilms on structured packing for the production of glycolic acid. Li XZ, Hauer B, and Rosche B J. Microbiol. Biotechnol. 23(2), 195-204, (2013)

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Efficacy of Adiantum capillus veneris Linn in chemically induced urolithiasis in rats. Ahmed A, Wadud A, Jahan N, et al. J. Ethnopharmacol. 146(1), 411-6, (2013)

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Polyion-counterion interactions in sodium carboxymethylcellulose-ethylene glycol-water ternary solutions. Sharma R, Das C, Dahal S, et al. Carbohydr. Polym. 92(2), 1546-54, (2013)

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Convenient QSAR model for predicting the complexation of structurally diverse compounds with beta-cyclodextrins. Alfonso Pérez-Garrido et al Bioorg. Med. Chem. 17, 896-904, (2009)

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Ethylene glycol poisoning: current diagnostic and management issues. Velez LI, Gracia R, and Neerman MF J. Emerg. Nurs. 33(4), 342-5, (2007)

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Modeling the mechanism of glycosylation reactions between ethanol, 1,2-ethanediol and methoxymethanol. Azofra LM, Alkorta I, Toro-Labbé A, et al. Phys. Chem. Chem. Phys. 15(33), 14026-36, (2013)

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Preliminary evaluation of a quantitative ethylene glycol test in dogs and cats. Scherk JR, Brainard BM, Collicutt NB, et al. J. Vet. Diagn. Invest. 25(2), 219-25, (2013)

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Synthesis and characterization of novel dendrons bearing amino-nitro-substituted azobenzene units and oligo(ethylene glycol) spacers: thermal, optical properties, Langmuir blodgett films and liquid-crystalline behaviour. Ortíz-Palacios J, Rodríguez-Alba E, Avelar M, et al. Molecules 18(2), 1502-27, (2013)

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Successful therapy of paediatric ethylene glycol poisoning: a case report and annual survey by a regional poison centre. Schwerk N, Desel H, Schulz M, et al. Acta Paediatr. 96(3), 461-3, (2007)

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Treatment of ethylene glycol poisoning. Scalley RD, Ferguson DR, Piccaro JC, et al. Am. Fam. Physician 66(5), 807-12, (2002)

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Mechanistic features of Salmonella typhimurium propionate kinase (TdcD): insights from kinetic and crystallographic studies. Chittori S, Simanshu DK, Banerjee S, et al. Biochim. Biophys. Acta 1834(10), 2036-44, (2013)

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DNA-N-glycosylases process novel O-glycosidic sites in DNA. Admiraal SJ and O'Brien PJ Biochemistry 52(23), 4066-74, (2013)

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Structural elucidation and spectral characterizations of Co3O4 nanoflakes. Kaviyarasu K, Raja A, and Devarajan PA Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 114, 586-91, (2013)

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Effect of 4-methylpyrazole on antioxidant enzyme status and lipid peroxidation in the liver of rats after exposure to ethylene glycol and ethyl alcohol. Sommerfeld K, Zielińska-Psuja B, Przystanowicz J, et al. Pharmacol. Rep. 64(6), 1547-53, (2012)

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Design of a randomized controlled double-blind crossover clinical trial to assess the effects of saliva substitutes on bovine enamel and dentin in situ. Peter Tschoppe et al BMC Oral Health 11, 13, (2011)

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The relation between cryoprotective and physicochemical properties of oxyethylated methyl cellosolve-based media. Nikolenko AV, Chekanova VV, Schetinsky MI, et al. Cryo. Letters 34(5), 527-34, (2013)

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Positive propylene glycol result in a patient with ethylene glycol poisoning. Su Z, Stone RW, and Zhu Y Clin. Chem. 60(4), 697-8, (2014)

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The importance of the osmolality gap in ethylene glycol intoxication. Oostvogels R, Kemperman H, Hubeek I, et al. BMJ 347, f6904, (2013)

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Detectable serum ethylene glycol levels after subcutaneous injection of antifreeze. Murphy CM, Vitto MJ, and Dulaney AR Clin. Toxicol. (Phila.) 51(9), 908-9, (2013)

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Risk of sweet 'ethylene glycol' consumption. Fujita T, Nakamura N, Hitomi H, et al. Intern. Med. 52(3), 409, (2013)

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Cost of hemodialysis versus fomepizole-only for treatment of ethylene glycol intoxication. Darracq MA, Rentmeester LL, Clark RF, et al. Clin. Toxicol. (Phila.) 51(3), 188, (2013)

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Merck 14,3798

Beil. 1,IV,2369

Fieser 1,375 / Fieser 5,296 / Fieser 9,217 / Fieser 15,156

Aldrich MSDS 1, 904:A / Corp MSDS 1 (1), 1609:A / FT-IR 2 (1), 186:B / FT-IR 1 (1), 127:D / IR-Spectra (3), 79:H / IR-Spectra (2), 77:D / NMR-Reference 2 (1), 120:A / RegBook 1 (1), 139:A / Sax 6, 1343 / Sigma FT-IR 1 (2), 551:D / Structure Index 1, 16:B:6 / Vapor Phase 3, 188:B

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