Chemistry:Pentafluorophenol

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Pentafluorophenol
Pentafluorophenol.svg
Names
Preferred IUPAC name
Pentafluorophenol
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 212-235-8
UNII
Properties
C
6
F
5
OH
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 pictograms GHS05: CorrosiveGHS07: Harmful
GHS Signal word Danger
H302, H312, H314, H315, H319, H335
P260, P261, P264, P270, P271, P280, P301+312, P301+330+331, P302+352, P303+361+353, P304+340, P305+351+338, P310, P312, P321, P322, P330, P332+313, P337+313, P362, P363, P403+233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Pentafluorophenol is the organofluorine compound (specifically a fluoroalcohol) with the formula C
6
F
5
OH
. This is the perfluorinated analogue of phenol. It is a white odorless solid that melts just above room temperature. With a pKa of 5.5, it is one of the most acidic phenols.

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

  1. "Pentafluorophenol". Encyclopedia of Reagents for Organic Synthesis. 2009. pp. 1-9. doi:10.1002/047084289X. 
  2. "Pentafluorophenol SAFETY DATA SHEET". Thermo Fisher Scientific. January 18, 2018. https://www.fishersci.com/store/msds?partNumber=AC147130050&productDescription=PENTAFLUOROPHENOL+99%2B%25+5GR&vendorId=VN00032119&countryCode=US&language=en. 
  3. "Pentafluorophenol". National Center for Biotechnology Information. February 20, 2021. https://pubchem.ncbi.nlm.nih.gov/compound/13041#section=Hazards-Identification.