Perfluorotripentylamine

Perfluorotripentylamine is an organic compound with the chemical formula N((CF2)4CF3)3. A molecule of this chemical compound consists of three pentyl groups connected to one nitrogen atom, in which all of the hydrogen atoms are replaced with fluorine atoms. It is a perfluorocarbon. It is used as an electronics coolant, and has a high boiling point. It is colorless, odorless, and insoluble in water. Unlike ordinary amines, perfluoroamines are of low basicity. Perfluorinated amines are components of fluorofluids, used as immersive coolants for supercomputers.[1]

Perfluorotripentylamine
Names
Preferred IUPAC name
1,1,2,2,3,3,4,4,5,5,5-Undecafluoro-N,N-bis(undecafluoropentyl)pentan-1-amine
Other names
  • Perfluorotriamylamine
  • Tri(perfluoropentyl)amine
  • Tris(perfluoropentyl)amine
  • Fluorinert FC-70
  • Perfluoro-compound FC-70
  • FC-70
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.838 Edit this at Wikidata
  • InChI=1S/C15F33N/c16-1(17,4(22,23)10(34,35)36)7(28,29)13(43,44)49(14(45,46)8(30,31)2(18,19)5(24,25)11(37,38)39)15(47,48)9(32,33)3(20,21)6(26,27)12(40,41)42
    Key: AQZYBQIAUSKCCS-UHFFFAOYSA-N
  • C(C(C(N(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(C(C(F)(F)F)(F)F)(F)F
Properties
N((CF2)4CF3)3
Molar mass 821.119 g·mol−1
Appearance Colorless
Density 1.94 g/cm3
Boiling point 215 °C (419 °F; 488 K)
<5 ppm
1.303
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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It is prepared by electrofluorination of the amine using hydrogen fluoride as solvent and source of fluorine:[1]

N((CH2)4CH3)3 + 33 HF → N((CF2)4CF3)3 + 33 H2

Safety

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Fluoroamines are generally of very low toxicity, so much that they have been evaluated as synthetic blood.[1]

See also

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References

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  1. ^ a b c Michael G. Costello; Richard M. Flynn; John G. Owens (2001). "Fluoroethers and Fluoroamines". Kirk-Othmer Encyclopedia of Chemical Technology. Weinstein: Wiley-VCH. doi:10.1002/0471238961.0612211506122514.a01.pub2. ISBN 978-0-471-48494-3.

Fluorinert FC-70 (3M)