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296082 Sigma-Aldrich

Diethyl ether

contains 1 ppm BHT as inhibitor, anhydrous, ≥99.7%

Synonym: Ether, Ethyl ether

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Properties

Related Categories Anhydrous, Anhydrous Solvents, Diethyl Ether, Products, Returnable Containers,
grade   anhydrous
vapor density   2.6 (vs air)
vapor pressure   28.66 psi ( 55 °C)
  8.56 psi ( 20 °C)
assay   ≥99.7%
autoignition temp.   320 °F
contains   1 ppm BHT as inhibitor
expl. lim.   36.5 %
impurities   <0.003% water
  <0.005% water (100 mL pkg)
evapn. residue   <0.0003%
refractive index   n20/D 1.3530(lit.)
bp   34.6 °C(lit.)
  34.6 °C
mp   −116 °C(lit.)
density   0.706 g/mL at 25 °C(lit.)

Description

Packaging

1, 6×1 L in Sure/Seal™

View returnable container options.

100, 12×100 mL in Sure/Seal™

18 L in Pure-Pac™ 1

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Diethyl ether

anhydrous, ACS reagent, ≥99.0%, contains BHT as inhibitor

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Supplemental Hazard Statements 
May form explosive peroxides., Repeated exposure may cause skin dryness or cracking.
Hazard Codes (Europe) 
Risk Statements (Europe) 
Safety Statements (Europe) 
9-16-29-33
RIDADR 
UN 1155 3 / PGI
WGK Germany 
1
RTECS 
KI5775000
Flash Point(F) 
-38.2 °F
Flash Point(C) 
-39 °C

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Articles

Determination of Water Content in Diethyl ether Using Karl Fischer Titration

Ethers behave similarly to hydrocarbons. They are mostly adequately soluble in methanol. Only long chain ethers require the addition of propanol or chloroform as solubilizers. Double bonds can someti...
Keywords: Pharmaceutical, Titrations

Peer-Reviewed Papers

References

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Direct observation of structurally encoded metal discrimination and ether bond formation in a heterodinuclear metalloprotein. Griese JJ, Roos K, Cox N, et al. Proc. Natl. Acad. Sci. U. S. A. 110(43), 17189-94, (2013)

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Total synthesis of aspercyclides A and B via intramolecular oxidative diaryl ether formation. Yoshino T, Sato I, and Hirama M Org. Lett. 14(16), 4290-2, (2012)

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Micro/milliflow processing with selective catalyst microwave heating in the Cu-catalyzed Ullmann etherification reaction: a μ(2)-process. Benaskar F, Patil NG, Rebrov EV, et al. ChemSusChem 6(2), 353-66, (2013)

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Ether-directed ortho-C-H olefination with a palladium(II)/monoprotected amino acid catalyst. Li G, Leow D, Wan L, et al. Angew. Chem. Int. Ed. Engl. 52(4), 1245-7, (2013)

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Medical history for anesthesiologists: Lesson 3. Medical history for anesthesiologists: continuation of a primer. Desai MS and Desai SP Bull. Anesth. Hist. 32(1), 21-3, (2014)

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High times, fair maidens, and sweet air: romantic interludes in the life of Dr. Crawford Long. Lyke A Bull. Anesth. Hist. 32(1), 8-15, (2014)

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"Charles Thomas Jackson"--compliments of J. B. Woodworth. Anesthesiology 121(4), 893, (2014)

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A Yalie's Harvard "keep-sake": Gay's defense of C. T. Jackson's claims. Anesthesiology 120(4), 806, (2014)

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Unbalanced anesthesia? "Cleveland's ether" and "political oxygen". Anesthesiology 120(2), 256, (2014)

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An 1869 engraving of the Ether Monument. Anesthesiology 120(1), 9, (2014)

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Medical philately. Discovery of anaesthesia- intriguing story. Pai-Dhungat JV and Parikh F J. Assoc. Physicians India 60, 67, (2012)

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[Fatty acid composition of structural lipids of normal and abnormal wool fibres]. Havryliak VV and Tkachuk VM Ukr. Biokhim. Zh. 84(5), 106-11, (2012)

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Solvent effect on halogen bonding: the case of the I⋯O interaction. Forni A, Rendine S, Pieraccini S, et al. J. Mol. Graph. Model. 38, 31-9, (2012)

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Mimosa pudica, Dionaea muscipula and anesthetics. De Luccia TP Plant Signal Behav. 7(9), 1163-7, (2012)

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P. A. Wilhite and the discovery of ether anesthesia. Wilhite WC Bull. Anesth. Hist. 29(4), 53-4, 57, (2011)

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Inhalation anaesthesia: from diethyl ether to xenon. Bovill JG Handbook of Experimental Pharmacology (182), 121-42, (2008)

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Ultrasound assisted design of sulfur/carbon cathodes with partially fluorinated ether electrolytes for highly efficient Li/S batteries. Weng W, Pol VG, and Amine K Adv. Mater. 25(11), 1608-15, (2013)

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Alkyl-capped silicon nanocrystals lack cytotoxicity and have enhanced intracellular accumulation in malignant cells via cholesterol-dependent endocytosis. Naif H Alsharif et al Small 5, 221-8, (2009)

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Ultrasound, pH, and magnetically responsive crown-ether-coated core/shell nanoparticles as drug encapsulation and release systems. Lee SF, Zhu XM, Wang YX, et al. ACS Appl. Mater. Interfaces 5(5), 1566-74, (2013)

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A near-infrared fluorescent turn-on probe for fluorescence imaging of hydrogen sulfide in living cells based on thiolysis of dinitrophenyl ether. Cao X, Lin W, Zheng K, et al. Chem. Commun. (Camb.) 48(85), 10529-31, (2012)

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CuI-mediated sequential iodination/cycloetherification of o-arylphenols: synthesis of 2- or 4-iododibenzofurans and mechanistic studies. Zhao J, Zhang Q, Liu L, et al. Org. Lett. 14(20), 5362-5, (2012)

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Toward prediction of alkane/water partition coefficients. Anita Toulmin et al J. Med. Chem. 51, 3720-30, (2008)

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Biodegradation of gasoline ether oxygenates. Hyman M Curr. Opin. Biotechnol. 24(3), 443-50, (2013)

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Air to lung partition coefficients for volatile organic compounds and blood to lung partition coefficients for volatile organic compounds and drugs. Michael H Abraham et al Eur. J. Med. Chem. 43, 478-85, (2008)

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Synthesis of (±)-γ-rubromycin via a new hypoiodite-catalytic oxidative cycloetherification. Wei L, Xue J, Liu H, et al. Org. Lett. 14(20), 5302-5, (2012)

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Researches regarding the Morton ether inhaler at Massachusetts General Hospital, Boston. Haridas RP and Mifflin JA Anesth. Analg. 117(5), 1230-5, (2013)

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Correspondence by Charles T. Jackson containing the earliest known illustrations of a Morton ether inhaler. Haridas RP and Bause GS Anesth. Analg. 117(5), 1236-40, (2013)

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Prolinethiol ether catalysis in an asymmetric Michael reaction: solvent-free synthesis of functionalized monohaloalkenes. Xia AB, Wu C, Xu DQ, et al. J. Org. Chem. 78(3), 1254-9, (2013)

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Extreme oxatriquinanes and a record C-O bond length. Gunbas G, Hafezi N, Sheppard WL, et al. Nature Chemistry 4(12), 1018-23, (2012)

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Multifunctional thiols from the highly selective reaction of mercaptoalcohols with chlorosilanes. Jennings AR and Son DY Chem. Commun. (Camb.) 49(33), 3467-9, (2013)

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ESI-MSn and LC-ESI-MS studies to characterize forced degradation products of bosentan and a validated stability-indicating LC-UV method. Bansal G, Singh R, Saini B, et al. J. Pharm. Biomed. Anal. 72, 186-97, (2013)

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Aryllithiums with increasing steric crowding and lipophilicity prepared from chlorides in diethyl ether. The first directly prepared room-temperature-stable dilithioarenes. Screttas CG, Steele BR, Micha-Screttas M, et al. Org. Lett. 14(22), 5680-3, (2012)

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Cholesterol as a factor regulating the influence of natural (PAF and lysoPAF) vs synthetic (ED) ether lipids on model lipid membranes. Flasiński M, Wydro P, Hąc-Wydro K, et al. Biochim. Biophys. Acta 1828(11), 2700-8, (2013)

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Uptake and efflux of rhenium in cells exposed to rhenium diseleno-ether and tissue distribution of rhenium and selenium after rhenium diseleno-ether treatment in mice. Collery P, Bastian G, Santoni F, et al. Anticancer Res. 34(4), 1679-89, (2014)

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Isolation and identification of acaricidal compounds in Eupatorium adenophorum petroleum ether extract and determination of their acaricidal activity against Psoroptes cuniculi. Nong X, Li SH, Chen FZ, et al. Vet. Parasitol. 203(1-2), 197-202, (2014)

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Synthesis of alkylated potato starch derivatives and their potential in the aqueous solubilization of benzo[a]pyrene. Rosu AM, Rafin C, Surpateanu G, et al. Carbohydr. Polym. 93(1), 184-90, (2013)

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Antimalarial activity of 10-alkyl/aryl esters and -aminoethylethers of artemisinin. Cloete TT, Krebs HJ, Clark JA, et al. Bioorg. Chem. 46, 10-6, (2013)

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Resonance Raman interrogation of the consequences of heme rotational disorder in myoglobin and its ligated derivatives. Rwere F Biochemistry 47(48), 12869-77, (2008)

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Influence of the interdigitated gel phase in mixtures of ether-linked and monofluorinated ester-linked phospholipids. Smith EA and Dea PK Chem. Phys. Lipids 165(8), 818-25, (2012)

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Lymph node revealing solutions in colorectal cancer: should they be used routinely? Horne J, Bateman AC, Carr NJ, et al. J. Clin. Pathol. 67(5), 383-8, (2014)

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Bioactivity of analogs of the N-terminal region of gastrin-17. Copps J Peptides 30(12), 2263-7, (2009)

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Mixture of ether and silicone oil for the treatment of inferior complicated retinal detachment. Romano MR, Zenoni S, Arpa P, et al. Eur. J. Ophthalmol. 23(2), 230-5, (2013)

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Farewell! flammable agents - ether and cyclopropane. Brown TC Paediatr. Anaesth. 23(2), 195-6, (2013)

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Cytotoxic and potential anticancer constituents from the stems of Schisandra pubescens. Lu Y, Li YQ, Liu YN, et al. Pharm. Biol. 51(9), 1204-7, (2013)

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The role of Dr Isaac Aaron and the Australian Medical Journal in the dissemination of information about etherisation in the 1840s. Paull JD Anaesth. Intensive Care 41 Suppl 1, 10-5, (2013)

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Investigation of alternative organic solvents and methods for the preparation of long-circulating and pH-sensitive liposomes containing cisplatin. Giuberti Cdos S, Boratto FA, Degobert G, et al. J. Liposome Res. 23(3), 220-7, (2013)

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Inhibitory and bactericidal activity of selected South African honeys and their solvent extracts against clinical isolates of Helicobacter pylori. Manyi-Loh CE, Clarke AM, Green E, et al. Pak. J. Pharm. Sci. 26(5), 897-906, (2013)

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Morton versus Jackson: compare with the soporific sponge and ether therapy. Gentili ME and Bonnet F Anesth. Analg. 118(5), 1137, (2014)

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History is. Bacon DR Anesth. Analg. 117(5), 1048-9, (2013)

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Ether frolics. Moore W BMJ 346, f3861, (2013)

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Joseph Rice: the earliest known Australian to have received ether for a surgical procedure. Haridas RP Anaesth. Intensive Care 40 Suppl 1, 32, (2012)

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Counting backward. Kopp VJ Anesthesiology 118(5), 1224-6, (2013)

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Fumbling at your soul: from celestial to chemical ether, the hypothesis of anesthesia in Emily Dickinson's poem 315 ("He fumbles at your soul"). Poinsot C and Mayer S Anesthesiology 117(6), 1381-4, (2012)

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Merck 14,3806

Beil. 1,IV,1314

Aldrich MSDS 1, 864:B / Corp MSDS 1 (1), 1549:A / FT-IR 2 (1), 302:B / FT-IR 1 (1), 203:A / FT-NMR 1 (1), 317:A / IR-Spectra (3), 124:A / IR-Spectra (2), 114:A / NMR-Reference 2 (1), 173:A / RegBook 1 (1), 209:B / Sax 6, 1350 / Structure Index 1, 29:B:1 / Vapor Phase 3, 265:B

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