Perfluorooctane

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Perfluorooctane[1]
Structural formula of perfluorooctane
Space-filling model of perfluorooctane
Names
IUPAC name
1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-Octadecafluorooctane
Other names
PF5080
Identifiers
307-34-6 N
ChEBI CHEBI:38826 YesY
ChemSpider 9018 YesY
EC Number 206-199-2
Jmol 3D model Interactive image
PubChem 9387
UNII 6P60ZBK0QL YesY
  • InChI=1S/C8F18/c9-1(10,3(13,14)5(17,18)7(21,22)23)2(11,12)4(15,16)6(19,20)8(24,25)26 YesY
    Key: YVBBRRALBYAZBM-UHFFFAOYSA-N YesY
  • InChI=1/C8F18/c9-1(10,3(13,14)5(17,18)7(21,22)23)2(11,12)4(15,16)6(19,20)8(24,25)26
    Key: YVBBRRALBYAZBM-UHFFFAOYAG
  • FC(F)(C(F)(F)C(F)(F)F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F
Properties
C8F18
Molar mass 438.06 g/mol
Appearance Clear, colorless liquid
Density 1.766 g/mL
Melting point −25 °C (−13 °F; 248 K)
Boiling point 103 to 104 °C (217 to 219 °F; 376 to 377 K)
10 ppm
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
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

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

Fowler Process

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

Electrochemical fluorination

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

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

  1. Perfluorooctane at Sigma-Aldrich
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  4. http://tradelinemedical.net/perfluorooctane.htm
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