Pentafluorothiophenol

Pentafluorothiophenol
Names
	Other names Pentafluorophenylthiol, 2,3,4,5,6-pentafluorobenzenethiol, 2,3,4,5,6-pentafluorothiophenol. mercapto(pentafluoro)benzene
Identifiers
CAS Number	771-62-0 ;
3D model (JSmol)	Interactive image;
ChemSpider	12500;
ECHA InfoCard	100.011.124
PubChem CID	13042;
UNII	CM7UNQ95TJ ;
CompTox Dashboard (EPA)	DTXSID10227887 ;
	InChI InChI=1S/C6HF5S/c7-1-2(8)4(10)6(12)5(11)3(1)9/h12H Key: UVAMFBJPMUMURT-UHFFFAOYSA-N; InChI=1/C6HF5S/c7-1-2(8)4(10)6(12)5(11)3(1)9/h12H Key: UVAMFBJPMUMURT-UHFFFAOYAU;
	SMILES c1(c(c(c(c(c1F)F)S)F)F)F;
Properties
Chemical formula	C6HF5S
Molar mass	200.13
Appearance	colorless liquid
Density	1.625±0.06 g/cm3
Melting point	-24 °C
Boiling point	143 °C
Solubility in water	organic solvents
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

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 pK_a 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

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

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