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Pentafluorophenol

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 pK<sub>a</sub> 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.

Environmental hazards

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

References