Dimethyl ether

Dimethyl ether
Skeletal formula of dimethyl ether with all implicit hydrogens shown
Skeletal formula of dimethyl ether with all implicit hydrogens shown
Ball and stick model of dimethyl ether
Ball and stick model of dimethyl ether
Names
Preferred IUPAC name
Methoxymethane[1]
Other names
Dimethyl ether[1]
R-E170
Demeon
Dimethyl oxide
Dymel A
Methyl ether
Methyl oxide
Mether
Wood ether
Identifiers
3D model (JSmol)
Abbreviations DME
1730743
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.696 Edit this at Wikidata
EC Number
  • 204-065-8
KEGG
MeSH Dimethyl+ether
RTECS number
  • PM4780000
UNII
UN number 1033
  • InChI=1S/C2H6O/c1-3-2/h1-2H3 checkY
    Key: LCGLNKUTAGEVQW-UHFFFAOYSA-N checkY
  • InChI=1/C2H6O/c1-3-2/h1-2H3
    Key: LCGLNKUTAGEVQW-UHFFFAOYAU
  • COC
Properties
C2H6O
Molar mass 46.069 g·mol−1
Appearance Colorless gas
Odor Ethereal[2]
Density 2.1146 kg m−3 (gas, 0 °C, 1013 mbar)[2]
0.735 g/mL (liquid, −25 °C)[2]
Melting point −141 °C; −222 °F; 132 K
Boiling point −24 °C; −11 °F; 249 K
71 g/L (at 20 °C (68 °F))
log P 0.022
Vapor pressure 592.8 kPa[3]
−26.3×10−6 cm3 mol−1
1.30 D
Thermochemistry
65.57 J K−1 mol−1
−184.1 kJ mol−1
−1460.4 kJ mol−1
Hazards
GHS labelling:[4]
GHS02: Flammable
Danger
H220
P210, P377, P381, P403
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 4: Will rapidly or completely vaporize at normal atmospheric pressure and temperature, or is readily dispersed in air and will burn readily. Flash point below 23 °C (73 °F). E.g. propaneInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
2
4
1
Flash point −41 °C (−42 °F; 232 K)
350 °C (662 °F; 623 K)
Explosive limits 27 %
Safety data sheet (SDS) ≥99% Sigma-Aldrich
Related compounds
Related ethers
Diethyl ether

Polyethylene glycol

Related compounds
Ethanol

Methanol

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dimethyl ether (DME; also known as methoxymethane) is the organic compound with the formula CH3OCH3, (sometimes ambiguously simplified to C2H6O 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 Péligot in 1835 by distillation of methanol and sulfuric acid.[5]

  1. ^ a b "CHAPTER P-6. Applications to Specific Classes of Compounds". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 703. doi:10.1039/9781849733069-00648. ISBN 978-0-85404-182-4.
  2. ^ a b c Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  3. ^ "Dimethylether". 19 October 2018. Archived from the original on 6 November 2021. Retrieved 10 November 2020.
  4. ^ GHS: Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  5. ^ Ann. chim. phys., 1835, [2] 58, p. 19