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Pentafluorobenzene

From Wikipedia, the free encyclopedia
Pentafluorobenzene
Names
Preferred IUPAC name
Pentafluorobenzene
Other names
Pentafluorobenzene, phenyl pentafluoride
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.054 Edit this at Wikidata
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).

Pentafluorobenzene is an organofluoride compound with the molecular formula C
6
HF
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]

See also

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References

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  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.