Perfluoromethylcyclohexane

Perfluoromethylcyclohexane
Names
	Preferred IUPAC name Undecafluoro(trifluoromethyl)cyclohexane
	Other names Flutec PP2
Identifiers
CAS Number	355-02-2 ;
3D model (JSmol)	Interactive image;
ChemSpider	9260 ;
ECHA InfoCard	100.005.976
EC Number	206-386-9;
PubChem CID	9637;
UNII	VJ9772YW63 ;
CompTox Dashboard (EPA)	DTXSID5059874 ;
	InChI 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;
	SMILES FC(F)(F)C1(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)F;
Properties
Chemical formula	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)
Solubility in water	10 ppm
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	None
Flash point	None
Autoignition; temperature	None
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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

Manufacture

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

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

Heat transfer agent
Dielectric fluid
Perfluorocarbon tracer

References

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

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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.