Pentafluorobenzene

Pentafluorobenzene
Names
	Preferred IUPAC name Pentafluorobenzene
	Other names Pentafluorobenzene, phenyl pentafluoride
Identifiers
CAS Number	363-72-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	13866746;
ECHA InfoCard	100.006.054
EC Number	206-658-7;
PubChem CID	9696;
UNII	IH36LU53XS ;
CompTox Dashboard (EPA)	DTXSID8059893 ;
	InChI InChI=1S/C6HF5/c7-2-1-3(8)5(10)6(11)4(2)9/h1H Key: WACNXHCZHTVBJM-UHFFFAOYSA-N;
	SMILES C1=C(C(=C(C(=C1F)F)F)F)F;
Properties
Chemical formula	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)
Solubility in water	Insoluble
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	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

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]

References[edit]

^ "Pentafluorobenzene". Sigma Aldrich. sigmaaldrich.com. Retrieved 8 June 2017.
^ "Пентафторбензол" (in Russian). himreakt.ru. Retrieved 8 June 2017.
^ "Pentafluorobenzene". NIST. webbook.nist.gov. Retrieved 8 June 2017.
^ 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.
^ 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.
^ 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.

[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.

[CRC_HANDBOOK-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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