Pentafluorobenzene
| Names | |
|---|---|
| Preferred IUPAC name
Pentafluorobenzene | |
| Other names
Pentafluorobenzene, phenyl pentafluoride
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.006.054 |
| EC Number |
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PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C6HF5 | |
| Molar mass | 168.066 g·mol−1 |
| Appearance | Colorless liquid |
| Density | 1.511 g/cm3 |
| Melting point | −47.4 °C (−53.3 °F; 225.8 K) |
| Boiling point | 85 °C (185 °F; 358 K) |
| Insoluble | |
| Hazards | |
| GHS labelling: | |
| 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
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Pentafluorobenzene is a synthetic 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 potassium hydroxide.[6]
It has been observed as a degradation by-product of the incineration of polytetrafluoroethylene and of biosolids.[7]
Safety
According to its Safety Data Sheet (SDS), the chemical is highly flammable, and is harmful if swallowed. The SDS states its "toxicological properties have not been fully investigated". Combustion by-products include hydrogen fluoride.[8]
See also
References
- ^ "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.
- ^ Hakeem, Ibrahim Gbolahan; Halder, Pobitra; Patel, Savankumar; Selezneva, Ekaterina; Rathnayake, Nimesha; Marzbali, Mojtaba Hedayati; Veluswamy, Ganesh; Sharma, Abhishek; Kundu, Sazal; Surapaneni, Aravind; Megharaj, Mallavarapu; Batstone, Damien J.; Shah, Kalpit (August 2024). "Current understanding on the transformation and fate of per- and polyfluoroalkyl substances before, during, and after thermal treatment of biosolids". Chemical Engineering Journal. 493: 152537. doi:10.1016/j.cej.2024.152537.
- ^ "SAFETY DATA SHEET: Pentafluorobenzene". Thermo Fisher Scientific Chemicals, Inc. March 25, 2024. Retrieved 17 March 2025.