Hexafluoro-2-butyne

From Wikipedia, the free encyclopedia

Hexafluoro-2-butyne
Skeletal formula of hexafluoro-2-butyne
Ball-and-stick model of hexafluorobut-2-yne
IUPAC name 1,1,1,4,4,4-Hexafluoro-2-butyne
Other names HFB
Identifiers
CAS number [692-50-2]
RTECS number ES0702500
SMILES FC(F)(F)C#CC(F)(F)F
Properties
Molecular formula C4F6
Molar mass 162.03 g/mol
Appearance Colorless gas
Density 1.602 g/cm³
Melting point

-117 °C

Boiling point

-25 °C

Solubility in water Insoluble
Structure
Dipole moment 0 D
Hazards
Main hazards Toxic gas
R-phrases 12-23
S-phrases 16-33-45
Related compounds
Related compounds Dimethyl acetylenedicarboxylate,
hexachlorobutadiene,
acetylene
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Hexafluoro-2-butyne is the fluorocarbon with the formula CF3C≡CCF3. HFB, as it is known also, is a particularly electrophilic acetylene, hence a potent dienophile.[1][2]

It is prepared by the action of sulfur tetrafluoride on acetylenedicarboxylic acid and the reaction of KF with hexachlorobutadiene.

[edit] References

  1. ^ Essers, M.; Haufe, G. "Hexafluoro-2-butyne” in Encyclopedia of Reagents for Organic Synthesis (Ed: L. Paquette) 2004, J. Wiley & Sons, New York. doi:10.1002/047084289.
  2. ^ E S Turbanova, A A Petrov (1991). "Perfluoroalkyl(aryl)acetylenes". Russian Chemical Reviews 60 (5): 501–523. doi:10.1070/RC1991v060n05ABEH001092.