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Dimethyl ether
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{{Short description|The simplest ether}} {{Distinguish|dimethoxyethane}} {{Chembox |Watchedfields = changed |verifiedrevid = 438473541 |ImageFileL1 = Dimethyl ether Structural Formulae.svg |ImageFileL1_Ref = {{chemboximage|correct|??}} |ImageNameL1 = Skeletal formula of dimethyl ether with all implicit hydrogens shown |ImageFileR1 = Dimethyl-ether-3D-balls.png |ImageFileR1_Ref = {{chemboximage|correct|??}} |ImageNameR1 = Ball and stick model of dimethyl ether |PIN = Methoxymethane<ref name=iupac2013>{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = [[Royal Society of Chemistry|The Royal Society of Chemistry]] | date = 2014 | location = Cambridge | page = 703 | doi = 10.1039/9781849733069-00648 | isbn = 978-0-85404-182-4| chapter = CHAPTER P-6. Applications to Specific Classes of Compounds }}</ref> |OtherNames = Dimethyl ether<ref name=iupac2013/><br />R-E170<br />Demeon<br />Dimethyl oxide<br />Dymel A<br />Methyl ether<br /> Methyl oxide<br />Mether<br />Wood ether |data page pagename = none |Section1={{Chembox Identifiers |Abbreviations = DME |CASNo = 115-10-6 |CASNo_Ref = {{cascite|correct|CAS}} |PubChem = 8254 |ChemSpiderID = 7956 |ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |UNII = AM13FS69BX |UNII_Ref = {{fdacite|correct|FDA}} |EINECS = 204-065-8 |UNNumber = 1033 |KEGG = C11144 |KEGG_Ref = {{keggcite|correct|kegg}} |MeSHName = Dimethyl+ether |ChEBI_Ref = {{ebicite|correct|EBI}} |ChEBI = 28887 |ChEMBL = 119178 |ChEMBL_Ref = {{ebicite|correct|EBI}} |RTECS = PM4780000 |Beilstein = 1730743 |SMILES = COC |StdInChI = 1S/C2H6O/c1-3-2/h1-2H3 |StdInChI_Ref = {{stdinchicite|correct|chemspider}} |InChI = 1/C2H6O/c1-3-2/h1-2H3 |StdInChIKey = LCGLNKUTAGEVQW-UHFFFAOYSA-N |StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |InChIKey = LCGLNKUTAGEVQW-UHFFFAOYAU }} |Section2={{Chembox Properties |C=2 | H=6 | O=1 |Appearance = Colorless gas |Odor = Ethereal<ref name=GESTIS/> |Density = 2.1146 kg m<sup>β3</sup> (gas, 0 Β°C, 1013 mbar)<ref name=GESTIS>{{GESTIS|ZVG= 25460}}</ref><br />0.735 g/mL (liquid, β25 Β°C)<ref name=GESTIS/> |MeltingPtK = 132 |BoilingPtK = 249 |Solubility = 71 g/L (at {{cvt|20|C}}) |LogP = 0.022 |VaporPressure = 592.8 kPa<ref>{{Cite web|url = https://encyclopedia.airliquide.com/dimethylether|title = Dimethylether|date = 19 October 2018|access-date = 10 November 2020|archive-date = 6 November 2021|archive-url = https://web.archive.org/web/20211106032850/https://encyclopedia.airliquide.com/dimethylether|url-status = live}}</ref> |Dipole = 1.30 D |MagSus = {{val|-26.3|e=-6}} cm<sup>3</sup> mol<sup>β1</sup> }} |Section3={{Chembox Thermochemistry |DeltaHf = β184.1 kJ mol<sup>β1</sup> |DeltaHc = β1460.4 kJ mol<sup>β1</sup> |HeatCapacity = 65.57 J K<sup>β1</sup> mol<sup>β1</sup> }} |Section4={{Chembox Hazards | ExternalSDS = [http://www.sigmaaldrich.com/MSDS/MSDS/DisplayMSDSPage.do?country=GB&language=en&productNumber=295299&brand=ALDRICH&PageToGoToURL=http%3A%2F%2Fwww.sigmaaldrich.com%2Fcatalog%2Fproduct%2Faldrich%2F295299%3Flang%3Den β₯99% Sigma-Aldrich] |GHS_ref = <ref>GHS: {{GESTIS|ZVG=25460}}</ref> |GHSPictograms = {{GHS flame}} |GHSSignalWord = Danger |HPhrases = {{H-phrases|H220}} |PPhrases = {{P-phrases|P210|P377|P381|P403}} |NFPA-F = 4 |NFPA-H = 2 |NFPA-R = 1 |ExploLimits = 27 % |FlashPtC = β41 |AutoignitionPtC = 350 }} |Section5={{Chembox Related |OtherFunction_label = [[ether]]s |OtherFunction = [[Diethyl ether]]<br /> [[Polyethylene glycol]] |OtherCompounds = [[Ethanol]]<br /> [[Methanol]] }} }} '''Dimethyl ether''' ('''DME'''; also known as '''methoxymethane''') is the [[organic compound]] with the formula CH<sub>3</sub>OCH<sub>3</sub>, (sometimes ambiguously simplified to C<sub>2</sub>H<sub>6</sub>O as it is an [[isomer]] of [[ethanol]]). The simplest [[ether]], it is a colorless gas that is a useful precursor to other organic compounds and an aerosol propellant that is currently being demonstrated for use in a variety of fuel applications. Dimethyl ether was first synthesised by [[Jean-Baptiste Dumas]] and [[Eugene PΓ©ligot]] in 1835 by distillation of methanol and sulfuric acid.<ref>Ann. chim. phys., 1835, [2] 58, p. 19 </ref>
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