Pentafluorothiophenol

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]

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Pentafluorothiophenol

Names
Preferred IUPAC name Pentafluorobenzenethiol
Other names Pentafluorophenylthiol 2,3,4,5,6-Pentafluorobenzenethiol 2,3,4,5,6-Pentafluorothiophenol Mercapto(pentafluoro)benzene
Identifiers
CAS Number	771-62-0 Y
3D model (JSmol)	Interactive image
ChemSpider	12500
ECHA InfoCard	100.011.124
PubChem CID	13042
UNII	CM7UNQ95TJ Y
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	C6F5SH
Molar mass	200.13 g·mol−1
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)
Solubility in water	organic solvents
Acidity (pKa)	2.68
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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