Perfluorooctane

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Perfluorooctane[1]
Perfluorooctane.png
Identifiers
CAS number 307-34-6
PubChem 9387
ChemSpider 9018 YesY
UNII 6P60ZBK0QL YesY
EC number 206-199-2
ChEBI CHEBI:38826 YesY
Jmol-3D images Image 1
Properties
Molecular formula C8F18
Molar mass 438.06 g/mol
Appearance Clear, colorless liquid
Density 1.766 g/mL
Melting point -25 °C
Boiling point 103-104 °C
Solubility in water 10 ppm
Hazards
Main hazards None
Flash point None
Autoignition temperature None
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Perfluorooctane, also known as octadecafluorooctane, is a fluorocarbon liquid—a perfluorinated derivative of the hydrocarbon octane. It can be a good substitute for insulating oil in high voltage electronics. In addition to heat transfer applications, it has also been used as a breathable fluid in partial liquid ventilation.[2]

Manufacture[edit]

Perfluorooctane can be manufactured by the Fowler process or by electrochemical fluorination.

Fowler Process[edit]

The Fowler process involves moderating the action of elemental fluorine with cobalt fluoride in the gas phase from octane.

Electrochemical fluorination[edit]

Electrolysis in hydrogen fluoride of nonanoic acid will produce both perfluorononanoic acid and perfluorooctane. Perfluorooctane manufactured this way is marketed under the name PF5080 (or FC77) by 3M as part of their Fluorinert range of heat transfer fluids.[3]

Applications[edit]

Perfluorooctane is chemically inert, but has useful physical properties, leading to its employment in diverse areas:

  • Heat transfer agent[4]
  • Dielectric fluid
  • Tamponade in eye surgery[5]

References[edit]

  1. ^ Perfluorooctane at Sigma-Aldrich
  2. ^ H. Proquitté, M. Rüdiger, R. R. Wauer and G. Schmalisch (2003). "Breathing gas perfluorocarbon measurements using an absorber filled with zeolites". British Journal of Anaesthesia 91 (5): 736–8. doi:10.1093/bja/aeg247. PMID 14570799. 
  3. ^ "3M Performance Fluid PF-5080". 3M. 
  4. ^ http://tradelinemedical.net/perfluorooctane.htm
  5. ^ Claes C, Worst J, Zivojnovic R (1992). "Retinal detachment surgery following implantation of a keratoprosthesis. A case report.". Bulletin de la Societe Belge D'ophtalmologie 243: 167–169.