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pentafluorophenol

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EntityQ27273543· pop 5· linked from 6 articles

pentafluorophenol

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Pentafluorophenol is the organofluorine compound (specifically a fluoroalcohol) with the formula . 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.

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Within Vinony's link graph, pentafluorophenol is referenced by 6 other articles, and connects out to digital object identifier, chemical formula and melting point.

Vinony files it under Chembox having GHS data, Chembox image size set and ECHA InfoCard ID from Wikidata.

Its subject is documented across 4 Wikipedia language editions.

Chemical data

Formula
C6HF5O
Molecular weight
184.06 g/mol
IUPAC name
2,3,4,5,6-pentafluorophenol
SMILES
C1(=C(C(=C(C(=C1F)F)F)F)F)O
InChIKey
XBNGYFFABRKICK-UHFFFAOYSA-N
XLogP
3.2
Polar surface area
20.2 Ų
H-bond donors
1
H-bond acceptors
6
Formal charge
0

via PubChem

Wikidata facts

Mass
183.995
Show 4 more facts
chemical formula
C₆HF₅O
canonical SMILES
C1(=C(C(=C(C(=C1F)F)F)F)F)O
Commons category
Pentafluorophenol
melting point
34.0
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Encyclopedic overview

3 sections
Contents
  • Uses
  • Environmental hazards
  • References

Pentafluorophenol is the organofluorine compound (specifically a fluoroalcohol) with the formula . 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.

==Uses== Pentafluorophenol is used to prepare pentafluorophenyl esters, which are active esters useful in peptide synthesis.

Excerpted from Wikipedia’s “pentafluorophenol” article, available under the CC BY-SA 4.0 licence.

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