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pentafluorophenol
Sign in to savePentafluorophenol 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.
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
- Subclass of
- per- and polyfluoroalkyl substances
- 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
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- 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.