Hexafluorocyclobutene

Hexafluorocyclobutene is the organofluorine compound with the formula (CF2)2(CF)2. A colorless gas, it is a precursor to a variety of compounds, including squaric acid. Hexafluorocyclobutene is prepared in two steps from chlorotrifluoroethylene. The thermal dimerization gives 1,2-dichloro-1,2,3,3,4,4-hexafluorocyclobutane. Dechlorination of the latter gives hexafluorocyclobutene:

C4F6Cl2 + Zn -> C4F6 + ZnCl2
Hexafluorocyclobutene
Names
Preferred IUPAC name
1,2,3,3,4,4-Hexafluorocyclobut-1-ene
Other names
1,2,3,3,4,4-hexafluorocyclobutene, perfluorocyclobutene
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 211-803-2
PubChem CID
UNII
  • InChI=1S/C4F6/c5-1-2(6)4(9,10)3(1,7)8
    Key: QVHWOZCZUNPZPW-UHFFFAOYSA-N
SMILES
  • C1(=C(C(C1(F)F)(F)F)F)F
Properties
C4F6
Molar mass 162.034 g·mol−1
Appearance colorless gas
Melting point −60 °C (−76 °F; 213 K)
Boiling point 5.5 °C (41.9 °F; 278.6 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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