Perfluoro-1,3-dimethylcyclohexane

Perfluoro-1,3-dimethylcyclohexane
Names
	IUPAC name 1,1,2,2,3,3,4,5,5,6-Decafluoro-4,6-bis(trifluoromethyl)cyclohexane
	Other names Flutec PP3
Identifiers
CAS Number	335-27-3 ;
3D model (JSmol)	Interactive image;
ChemSpider	10628076 ;
ECHA InfoCard	100.005.807
EC Number	206-386-9;
PubChem CID	78975;
UNII	Q1Y54IOL0P ;
CompTox Dashboard (EPA)	DTXSID0036926 ;
	InChI Key: LOQGSOTUHASIHI-UHFFFAOYSA-N;
	SMILES FC(F)(F)C1(F)C(F)(F)C(F)(F)C(F)(F)C(F)(C(F)(F)F)C1(F)F;
Properties
Chemical formula	C8F16
Molar mass	400.062 g·mol−1
Appearance	Clear, colorless liquid
Density	1.828 g/mL
Melting point	−70 °C (−94 °F; 203 K)
Boiling point	102 °C (216 °F; 375 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

Perfluoro-1,3-dimethylcyclohexane is a fluorocarbon liquid—a perfluorinated derivative of the hydrocarbon 1,3-dimethylcyclohexane. It is chemically and biologically inert.

Manufacture

Perfluoro-1,3-dimethylcyclohexane can be manufactured by the Fowler process, which involves moderating the action of elemental fluorine with cobalt fluoride in the gas phase from meta-xylene. This is preferred as the starting material over 1,3-dimethylcyclohexane as less fluorine is required.[1]

Properties

Perfluoro-1,3-dimethylcyclohexane is chemically inert and thermally stable (to over 400 °C).

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.[2]

In common with other cyclic perfluorocarbons, perfluoro-1,3-dimethylcyclohexane can be detected at extremely low concentrations, making it ideal as a tracer.[3]

Applications

References

Sandford G (2003). "Perfluoroalkanes". Tetrahedron. 59 (4): 437–454. doi:10.1016/s0040-4020(02)01568-5.
"Solubility in Liquids" (PDF). F2 Chemicals.
Begley P1; 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] "Solubility in Liquids" (PDF). F2 Chemicals.

[3] Begley P1; 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.