Pentafluorothiophenol
From Wikipedia the free encyclopedia
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| Names | |
|---|---|
| Preferred IUPAC name Pentafluorobenzenethiol | |
| Other names Pentafluorophenylthiol, 2,3,4,5,6-pentafluorobenzenethiol, 2,3,4,5,6-pentafluorothiophenol. mercapto(pentafluoro)benzene | |
| Identifiers | |
3D model (JSmol) | |
| ChemSpider | |
| ECHA InfoCard | 100.011.124 |
PubChem CID | |
| UNII | |
CompTox Dashboard (EPA) | |
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| |
| Properties | |
| C6HF5S | |
| Molar mass | 200.13 |
| Appearance | colorless liquid |
| Density | 1.625±0.06 g/cm3 |
| Melting point | −24 °C (−11 °F; 249 K) |
| Boiling point | 143 °C (289 °F; 416 K) |
| organic solvents | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Pentafluorothiophenol is an organosulfur compound with the formula C6F5SH. It is a colorless volatile liquid. The compound is prepared by the reaction of sodium hydrosulfide and hexafluorobenzene.[1] With a pKa of 2.68, it is one of the most acidic thiols.[2] Its conjugate base has been used as a ligand in coordination chemistry[3]
Related compounds[edit]
References[edit]
- ^ Robson, P.; Stacey, M.; Stephens, R.; Tatlow, J. C. "Aromatic polyfluoro compounds. VI. Penta- and 2,3,5,6-tetrafluorothiophenol" Journal of the Chemical Society (1960), 4754-60. doi:10.1039/jr9600004754
- ^ William P. Jencks, Karin Salvesen "Equilibrium deuterium isotope effects on the ionization of thiol acids" J. Am. Chem. Soc., 1971, volume 93, pp 4433–4436. doi:10.1021/ja00747a016
- ^ Torrens, Hugo "Pentafluorobenzenethiolato derivatives of the platinum group metals" Coordination Chemistry Reviews, 2000, vol. 196, pp. 331-352. doi:10.1016/S0010-8545(99)00055-7