Pentafluorophenol

Chemical compound From Wikipedia, the free encyclopedia

Pentafluorophenol is the organofluorine compound (specifically a fluoroalcohol) with the formula C6F5OH. This is the perfluorinated analogue of phenol. It is a white solid that melts just above room temperature, and smells of phenol. With a pKa of 5.5, it is one of the most acidic phenols and can be easily deprotonated to pentafluorophenolate.

Quick facts Names, Identifiers ...
Pentafluorophenol
Names
Preferred IUPAC name
Pentafluorophenol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.011.123 Edit this at Wikidata
EC Number
  • 212-235-8
UNII
  • InChI=1S/C6HF5O/c7-1-2(8)4(10)6(12)5(11)3(1)9/h12H
    Key: XBNGYFFABRKICK-UHFFFAOYSA-N
  • C1(=C(C(=C(C(=C1F)F)F)F)F)O
Properties
C6F5OH
Molar mass 184.065 g·mol−1
Appearance white solid or colorless liquid
Melting point 32.8 °C (91.0 °F; 305.9 K)
Boiling point 145.6 °C (294.1 °F; 418.8 K)
Hazards
GHS labelling:
GHS05: CorrosiveGHS07: Exclamation mark
Danger
H302, H312, H314, H315, H319, H335
P260, P264, P270, P271, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Uses

Pentafluorophenol is used to prepare pentafluorophenyl esters, which are active esters useful in peptide synthesis.[1]

Environmental hazards

Pentafluorophenol is considered hazardous because of oral, dermal and inhalation toxicity and because it causes severe skin burns and eye damage.[2][3]

References

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