Hexafluoro-2-butyne

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Hexafluoro-2-butyne
Identifiers
CAS number 692-50-2
PubChem 69654
ChemSpider 62855
RTECS number ES0702500
Jmol-3D images Image 1
Properties
Molecular formula C4F6
Molar mass 162.03 g/mol
Appearance Colorless gas
Density 1.602 g/cm3
Melting point −117 °C; −179 °F; 156 K
Boiling point −25 °C; −13 °F; 248 K
Solubility in water Insoluble
Structure
Dipole moment 0 D
Hazards
R-phrases R12 R23
S-phrases S16 S33 S45
Main hazards Toxic gas
Related compounds
Related compounds Dimethyl acetylenedicarboxylate
Hexachlorobutadiene
Acetylene
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox 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.

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. 
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