Tert-Amyl methyl ether

Not to be confused with tert-Amyl ethyl ether.
tert-Amyl methyl ether[1][2]
Names
Preferred IUPAC name
2-Methoxy-2-methylbutane
Other names
tertiary-Amyl methyl ether; TAME; Methoxypentane
Identifiers
3D model (JSmol)
Abbreviations TAME
ChemSpider
ECHA InfoCard 100.012.374 Edit this at Wikidata
UNII
  • InChI=1S/C6H14O/c1-5-6(2,3)7-4/h5H2,1-4H3 checkY
    Key: HVZJRWJGKQPSFL-UHFFFAOYSA-N checkY
  • InChI=1/C6H14O/c1-5-6(2,3)7-4/h5H2,1-4H3
    Key: HVZJRWJGKQPSFL-UHFFFAOYAC
  • O(C(C)(C)CC)C
Properties
C6H14O
Molar mass 102.177 g·mol−1
Appearance Clear, colorless liquid
Density 0.76-0.78 g/mL[3]
Melting point −80 °C (−112 °F; 193 K)
Boiling point 86.3 °C (187.3 °F; 359.4 K)
10.71 g/L at 20 °C
1.3896
Hazards
Flash point −11 °C (12 °F; 262 K)
430 °C (806 °F; 703 K)
Explosive limits 1.0-7.1%
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

tert-Amyl methyl ether (TAME) is an ether used as a fuel oxygenate. TAME derives from C5 distillation fractions of naphtha.[4] It has an ethereous odor.[1] Unlike most ethers, it does not require a stabilizer as it does not form peroxides on storage.[5]

Other names:[6]

  • 2-Methoxy-2-methylbutane
  • Butane, 2-methoxy-2-methyl-
  • 1,1-Dimethylpropyl methyl ether
  • Methyl tert-pentyl ether
  • Methyl tert-Amyl ether
  • 2-Methyl-2-methoxybutane
  • Methyl 2-methyl-2-butyl ether
  • tert-Pentyl methyl ether
  • Tertiary amyl methyl ether
  • Methyl 1,1-dimethylpropyl ether
  • 2-Methoxy-2-methylbutane
  1. ^ a b "tert-AMYL METHYL ETHER (1,1-DIMETHYLPROPYL METHYL ETHER)". chemicalland21.com. Retrieved 2009-10-20.
  2. ^ National Industrial Chemicals Notification and Assessment Scheme (2001). "t-Amyl methyl ether (TAME)" (PDF). Full Public Reports. Retrieved 2009-10-20.
  3. ^ "tert-Amyl methyl ether". Sigma-Aldrich.
  4. ^ Prat, Denis; Wells, Andy; Hayler, John; Sneddon, Helen; McElroy, C. Robert; Abou-Shehada, Sarah; Dunn, Peter J. (2015-12-21). "CHEM21 selection guide of classical- and less classical-solvents". Green Chem. 18 (1): 288–296. doi:10.1039/c5gc01008j. ISSN 1463-9270.
  5. ^ Diaz, Arthur F.; Drogos, Donna L. (2001-11-06). Oxygenates in Gasoline. ACS Symposium Series. Vol. 799. American Chemical Society. pp. 138–152. doi:10.1021/bk-2002-0799.ch010. ISBN 978-0841237605.
  6. ^ PubChem. "tert-Amyl methyl ether". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-10-22.