Pentafluorobenzene
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| Names | |
|---|---|
| Preferred IUPAC name
Pentafluorobenzene | |
| Other names
Pentafluorobenzene, phenyl pentafluoride | |
| 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).
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Pentafluorobenzene is a synthetic organofluoride compound with the molecular formula C6HF5.[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
[edit]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
[edit]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.
- ↑ 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.