Hexafluoro-2-butyne

Hexafluoro-2-butyne (HFB) is a fluorocarbon with the chemical structure CF3C≡CCF3. HFB is a particularly electrophilic acetylene derivative, and hence a potent dienophile for Diels–Alder reactions.[1][2]

Hexafluoro-2-butyne
Names
IUPAC name
1,1,1,4,4,4-hexafluorobut-2-yne
Other names
HFB
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.010.667
RTECS number
  • ES0702500
Properties
C4F6
Molar mass 162.034 g·mol−1
Appearance Colorless gas
Density 1.602 g/cm3
Melting point −117 °C (−179 °F; 156 K)
Boiling point −25 °C (−13 °F; 248 K)
Insoluble
Structure
0 D
Hazards
Main hazards Toxic gas
R-phrases (outdated) R12 R23
S-phrases (outdated) S16 S33 S45
Related compounds
Related compounds
Dimethyl acetylenedicarboxylate
Hexachlorobutadiene
Acetylene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

HFB is prepared by the action of sulfur tetrafluoride on acetylenedicarboxylic acid or by the reaction of potassium fluoride (KF) with hexachlorobutadiene.

References

  1. Essers, Michael; Haufe, Günter (2006). "Hexafluoro-2-butyne". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rn00669. ISBN 0471936235.
  2. E S Turbanova, A A Petrov (1991). "Perfluoroalkyl(aryl)acetylenes". Russian Chemical Reviews. 60 (5): 501–523. Bibcode:1991RuCRv..60..501T. doi:10.1070/RC1991v060n05ABEH001092.
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