tert-Amyl methyl ether
tert-Amyl methyl ether (TAME) is an ether used as a fuel oxygenate. TAME derives from C5 distillation fractions of naphtha. It has an ethereous odor. Unlike most ethers, it does not require a stabilizer as it does not form peroxides on storage.
tertiary-Amyl methyl ether; TAME; Methoxypentane
3D model (JSmol)
CompTox Dashboard (EPA)
|Molar mass||102.177 g·mol−1|
|Appearance||Clear, colorless liquid|
|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|
Refractive index (nD)
|Flash point||−11 °C (12 °F; 262 K)|
|430 °C (806 °F; 703 K)|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|what is ?)(|
TAME is mostly used as an oxygenate to gasoline. It is added for three reasons: to increase octane enhancement, to replace banned tetraethyl lead, and to raise the oxygen content in gasoline. It is known that TAME in fuel reduces exhaust emissions of some volatile organic compounds.
TAME is also used as a solvent in organic synthesis as a more environmentally friendly alternative to some of the classic ether solvents. It is characterized by a high boiling point (86 °C) and a low freezing point (−80 °C), allowing a wide range of reaction temperatures. TAME can be used as a safe reaction medium (e.g. condensation reactions, coupling reactions, such as Grignard reactions and Suzuki reactions, as well as metal hydride reductions) and as an extraction solvent to replace dichloromethane, aromatics, and other ethers.
This section needs expansion. You can help by adding to it. (July 2015)
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