Perfluorocyclohexane

Perfluorocyclohexane or dodecafluorocyclohexane is a chemical which belongs to the class of fluorocarbons, sometimes referred to as perfluorocarbons or PFCs. Fluorocarbons and their derivatives are useful fluoropolymers, refrigerants, solvents, and anesthetics.

Perfluorocyclohexane
Names
IUPAC name
1,1,2,2,3,3,4,4,5,5,6,6-Dodecafluorocyclohexane
Other names
Dodecafluorocyclohexane, Cyclohexane, dodecafluoro-
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.993
EC Number
  • 206-591-3
Properties
C6F12
Molar mass 300.047 g·mol−1
Appearance clear, waxy solid
Density 1.684 g/cm3
Melting point 52 °C (126 °F; 325 K)[1]
Boiling point 59–60 °C (138–140 °F; 332–333 K)
Solubility Miscible with organic compounds
Hazards
Main hazards Irritant
Safety data sheet MSDS
GHS pictograms
GHS Signal word Warning
H315, H319, H335
P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501
Related compounds
Related compounds
 Fluorocarbon
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Synthesis

Perfluorocyclohexane can be synthesized by fluorination of cyclohexane.[2]

Properties

Perfluorocyclohexane is chemically inert and thermally stable. It is a relatively non-toxic, clear, waxy solid, which has a high vapor pressure and therefore sublimes readily at room temperature. In common with other cyclic perfluorocarbons, perfluoromethylcyclohexane can be detected at extremely low concentrations, making it ideal as a tracer.[3] The molecule predominantly exists in its chair conformation, in which it possesses D3d molecular symmetry.

References
  1. Sander, M.; Blöchl, W. (January 1965). "Herstellung von Perfluoralkanen und Perfluorcycloalkanen". Chemie Ingenieur Technik (in German). 37 (1): 7–13. doi:10.1002/cite.330370103.
  2. Sandford G. (2003). "Perfluoroalkanes". Tetrahedron. 59: 437–454. doi:10.1016/s0040-4020(02)01568-5.
  3. Begley P., Foulger B., Simmonds P. (1988). "Femtogram detection of perfluorocarbon tracers using capillary gas chromatography-electron-capture negative ion chemical ionisation mass spectrometry". J. Chromatogr. 445 (1): 119–128. doi:10.1016/s0021-9673(01)84513-1.CS1 maint: uses authors parameter (link)
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