Di-tert-butyl ether
| Names | |
|---|---|
| IUPAC name
2-Methyl-2-[(2-methylpropan-2-yl)oxy]propane
| |
| Other names
Methylisopropyl ether
t-Bu2O t-Butyl ether | |
| Properties | |
| C8H18O (C4H9)2O | |
| Molar mass | 130.23 g/mol |
| Appearance | Colorless liquid |
| Odor | Camphor-like |
| Density | 0.7642 g/cm3 |
| Melting point | −61 °C (−78 °F; 212 K) |
| Boiling point | 107.2 °C (225.0 °F; 380.3 K) |
| Vapor pressure | 3730 Pa (at 22 °C) |
| Thermochemistry | |
| Std enthalpy of
formation (ΔfH |
-399.6 kJ·mol−1 |
| Hazards | |
| Safety data sheet | Georganics |
| Related compounds | |
| Related compounds
|
Diisopropyl ether |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Di-tert-butyl ether (also known as methylisopropyl ether), sometimes written as t-Bu2O, is tertiary ether, sometimes used as a solvent, albeit expensive.
Contents
Properties
Chemical
Di-tert-butyl ether will burn when ignited in air.
Physical
t-Bu2O is a colorless liquid, with a penetrating camphor-like odor. I has a density of 0.7642 g/cm3 at 20 °C.
Availability
Di-tert-butyl ether is sold by various chemical suppliers and can be purchased online.
Preparation
Di-tert-butyl ether can be prepared by reacting a tert-butyl halide, such as tert-butyl chloride, with very dry silver carbonate, by continuous stirring in diethyl ether at room temperature, for 24 hours.[1] Pentane can also be used as a solvent.[2] Byproducts of this reaction include tert-butanol, isobutylene, carbon dioxide, and silver chloride.
The Williamson route does not work for this compound, and will yield isobutylene and tert-butanol instead.
Projects
- Organic extractions
- Make methyl nitrate[3]
Handling
Safety
Di-tert-butyl ether is flammable and irritant. Handle with care.
Storage
In closed bottles, away from light and strong acids. Since it resists auto-oxidation, t-Bu2O does not form peroxides upon storage.
Disposal
Di-tert-butyl ether can be destroyed by burning it outside.
References
- ↑ Erickson; Ashton; Journal of the American Chemical Society; vol. 63; (1941); p. 1769
- ↑ Masada,H.; Sakajiri,T.; Bulletin of the Chemical Society of Japan; vol. 51; (1978); p. 866 - 868
- ↑ International Journal of Chemical Kinetics; vol. 28; nb. 4; (1996); p. 299 - 306
