Pentafluorobenzene

Pentafluorobenzene is an organofluoride compound with the molecular formula C
6HF
5.[1] The compound consists of a benzene ring substituted with five fluorine atoms.[2] The substance is a colorless liquid with a boiling point similar to that of benzene.[3][4] It is prepared by defluorination of highly fluorinated cyclohexanes over hot nickel or iron.[5] Another method involved dehydrofluorination of polyfluorinated cyclohexane using hot aqueous solution of KOH.[6]

Pentafluorobenzene
Names
Preferred IUPAC name
Pentafluorobenzene
Other names
Pentafluorobenzene, phenyl pentafluoride
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.054
EC Number
  • 206-658-7
UNII
  • InChI=1S/C6HF5/c7-2-1-3(8)5(10)6(11)4(2)9/h1H
    Key: WACNXHCZHTVBJM-UHFFFAOYSA-N
  • C1=C(C(=C(C(=C1F)F)F)F)F
Properties
C6HF5
Molar mass 168.066 g·mol−1
Appearance Colorless liquid
Density 1.511 g/cm3
Melting point -47.4
Boiling point 85 °C (185 °F; 358 K)
Insoluble
Hazards
GHS labelling:
GHS02: Flammable GHS05: Corrosive GHS07: Exclamation mark
Danger
H225, H302, H315, H318, H335
Flash point 14 °C (57 °F; 287 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

References
  1. "Pentafluorobenzene". Sigma Aldrich. sigmaaldrich.com. Retrieved 8 June 2017.
  2. "Пентафторбензол" (in Russian). himreakt.ru. Retrieved 8 June 2017.
  3. "Pentafluorobenzene". NIST. webbook.nist.gov. Retrieved 8 June 2017.
  4. CRC Handbook of Chemistry and Physics, 90. Edition, CRC Press, Boca Raton, Florida, 2009, ISBN 978-1-4200-9084-0, Section 3, Physical Constants of Organic Compounds, p. 3-414.
  5. Gething, B.; Patrick, C. R.; Tatlow, J. C.; Banks, R. E.; Barbour, A. K.; Tipping, A. E. (1959). "Thermal Reactions of Highly Fluorinated Cyclo Hexadienes". Nature. 183 (4661): 586–587. Bibcode:1959Natur.183..586G. doi:10.1038/183586a0.
  6. Nield, E.; Stephens, R.; Tatlow, J. C. (1959). "31. Aromatic polyfluoro-compounds. Part I. The synthesis of aromatic polyfluoro-compounds from pentafluorobenzene". Journal of the Chemical Society (Resumed): 166. doi:10.1039/JR9590000166.
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