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Perfluorocyclohexane

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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
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.993 Edit this at Wikidata
EC Number
  • 206-591-3
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C6F12/c7-1(8)2(9,10)4(13,14)6(17,18)5(15,16)3(1,11)12Key: RKIMETXDACNTIE-UHFFFAOYSA-N
SMILES
  • C1(C(C(C(C(C1(F)F)(F)F)(F)F)(F)F)(F)F)(F)F
Properties
Chemical formula C6F12
Molar mass 300.047 g·mol
Appearance clear, waxy solid
Density 1.684 g/cm
Melting point 52 °C (126 °F; 325 K)
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:
Pictograms GHS07: Exclamation mark
Signal word Warning
Hazard statements H315, H319, H335
Precautionary statements 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
Related compounds
Related compounds Fluorocarbon
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

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.

Synthesis

Perfluorocyclohexane can be synthesized by fluorination of cyclohexane.

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.

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