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
Perfluorocyclohexane
Names
Preferred IUPAC name
Dodecafluorocyclohexane
Other names
1,1,2,2,3,3,4,4,5,5,6,6-Dodecafluorocyclohexane, Cyclohexane, dodecafluoro-
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.993 Edit this at Wikidata
EC Number
  • 206-591-3
  • InChI=1S/C6F12/c7-1(8)2(9,10)4(13,14)6(17,18)5(15,16)3(1,11)12
    Key: RKIMETXDACNTIE-UHFFFAOYSA-N
  • C1(C(C(C(C(C1(F)F)(F)F)(F)F)(F)F)(F)F)(F)F
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
Occupational safety and health (OHS/OSH):
Main hazards
Irritant
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Safety data sheet (SDS) MSDS [1]
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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Synthesis

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

Properties

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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.[citation needed]

The molecule predominantly exists in its chair conformation, in which it possesses D3d molecular symmetry.

References

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  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 (4): 437–454. doi:10.1016/s0040-4020(02)01568-5.