Jump to content

Ethyl tert-butyl ether

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by Gareth CHEBI (talk | contribs) at 00:20, 11 August 2018 (ChEBI ID added to ChemBox identifiers). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Ethyl tert-butyl ether[1]
Ball-and-stick model
Names
IUPAC name
2-Ethoxy-2-methyl-propane
Other names
Ethyl tert-butyl ether
Ethyl tertiary butyl ether
Ethyl tert-butyl oxide
tert-Butyl ethyl ether
Ethyl t-butyl ether
Identifiers
3D model (JSmol)
Abbreviations ETBE
ChEBI
ChemSpider
ECHA InfoCard 100.010.282 Edit this at Wikidata
EC Number
  • 211-309-7
RTECS number
  • KN4730200
  • InChI=1S/C6H14O/c1-5-7-6(2,3)4/h5H2,1-4H3 checkY
    Key: NUMQCACRALPSHD-UHFFFAOYSA-N checkY
  • InChI=1/C6H14O/c1-5-7-6(2,3)4/h5H2,1-4H3
    Key: NUMQCACRALPSHD-UHFFFAOYAB
  • O(C(C)(C)C)CC
Properties
C6H14O
Molar mass 102.18
Appearance Clear colorless liquid
Density 0.7364 g/cm3
Melting point −94 °C (−137 °F; 179 K)
Boiling point 69 to 71 °C (156 to 160 °F; 342 to 344 K)
1.2 g/100 g
Hazards
Flash point −19 °C (−2 °F; 254 K)
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 ?)

Ethyl tert-butyl ether (ETBE) is commonly used as an oxygenate gasoline additive in the production of gasoline from crude oil. ETBE offers equal or greater air quality benefits than ethanol, while being technically and logistically less challenging. Unlike ethanol, ETBE does not induce evaporation of gasoline, which is one of the causes of smog, and does not absorb moisture from the atmosphere.

Synthesis

It is synthesized by mixing ethanol and isobutylene and reacting them with heat over a catalyst.

Ethanol, produced by fermentation and distillation, is more expensive than methanol, which is derived from natural gas. Therefore, MTBE, made from methanol is cheaper than ETBE, made from ethanol.

See also

References

  1. ^ Merck Index, 11th Edition, 3732.