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.
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 |
|
PubChem CID |
|
CompTox Dashboard (EPA) |
|
| |
| |
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 |
GHS hazard statements |
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). | |
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
- Sander, M.; Blöchl, W. (January 1965). "Herstellung von Perfluoralkanen und Perfluorcycloalkanen". Chemie Ingenieur Technik - CIT (in German). 37 (1): 7–13. doi:10.1002/cite.330370103.
- Sandford G. (2003). "Perfluoroalkanes". Tetrahedron. 59: 437–454. doi:10.1016/s0040-4020(02)01568-5.
- 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)