Perfluoromethylcyclohexane

Perfluoromethylcyclohexane is a fluorocarbon liquid—a perfluorinated derivative of the hydrocarbon methylcyclohexane. It is chemically and biologically inert.

Perfluoromethylcyclohexane
Names
Preferred IUPAC name
Undecafluoro(trifluoromethyl)cyclohexane
Other names
Flutec PP2
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.976 Edit this at Wikidata
EC Number
  • 206-386-9
UNII
  • InChI=1S/C7F14/c8-1(7(19,20)21)2(9,10)4(13,14)6(17,18)5(15,16)3(1,11)12
    Key: QIROQPWSJUXOJC-UHFFFAOYSA-N
  • FC(F)(F)C1(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)F
Properties
C7F14
Molar mass 350.055 g·mol−1
Appearance Clear, colorless liquid
Density 1.788 g/mL
Melting point −37 °C (−35 °F; 236 K)
Boiling point 76 °C (169 °F; 349 K)
10 ppm
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
None
Flash point None
None
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Manufacture

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Perfluoromethylcyclohexane can be manufactured by the Fowler process, which involves moderating the action of elemental fluorine with cobalt fluoride in the gas phase from toluene. This is preferred as the starting material over methylcyclohexane as less fluorine is required.[1]

Properties

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Perfluoromethylcyclohexane is chemically inert and thermally stable (to over 400 °C). It is non-toxic.[2]

It is a clear, colorless liquid, with a relatively high density, low viscosity and low surface tension that will rapidly evaporate. It is a relatively good solvent for gases, but a poor solvent for solids and liquids.[3]

In common with other cyclic perfluorocarbons, perfluoromethylcyclohexane can be detected at extremely low concentrations, making it ideal as a tracer.[4]

Applications

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References

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  1. ^ Sandford G (2003). "Perfluoroalkanes". Tetrahedron. 59 (4): 437–454. doi:10.1016/s0040-4020(02)01568-5.
  2. ^ "FLUTEC PP2". F2 Chemicals.
  3. ^ "Solubility in Liquids" (PDF). F2 Chemicals.
  4. ^ 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. PMID 3215967.