Di-tert-butyl ether

Di-tert-butyl ether
Names
Preferred IUPAC name
2-Methyl-2-[(2-methylpropan-2-yl)oxy]propane
Other names
2-tert-Butoxy-2-methylpropane
Di-tert-butyl ether
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.197.715
UNII
  • InChI=1S/C8H18O/c1-7(2,3)9-8(4,5)6/h1-6H3 Y
    Key: AQEFLFZSWDEAIP-UHFFFAOYSA-N Y
  • InChI=1/C8H18O/c1-7(2,3)9-8(4,5)6/h1-6H3
    Key: AQEFLFZSWDEAIP-UHFFFAOYAT
  • O(C(C)(C)C)C(C)(C)C
Properties
C8H18O
Molar mass 130.231 g·mol−1
Appearance colorless liquid
Density 0.7658 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
276.1 J·mol−1·K−1
−399.6 kJ·mol−1
Hazards
Flash point −3 °C (27 °F; 270 K)
365 °C (689 °F; 638 K)
Explosive limits >0.4%
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Di-tert-butyl ether is a tertiary ether, primarily of theoretical interest as the simplest member of the class of di-tertiary ethers. Di-tertiary ethers are notoriously challenging to prepare because conventional SN,2 and dehydration methods favor elimination; as late as 1941, the existence of the molecule remained in doubt.

A mediocre-yielding synthesis for di-tert-butyl ether alkylates silver carbonate with tert-butyl chloride.