Fluoroalcohol

Fluoroalcohols are organofluorine compounds consisting for an alcohol functional group with at least one C-F bond. These compounds often have distinctive solvent properties.[1]

Perfluoroalcohols

A stable perfluorinated alcohol is nonafluoro-tert-butyl alcohol ((CF3)3COH). Pentafluorophenol (C6F5OH) is also known.

Most primary and secondary perfluoroalcohols are unstable. For example, trifluoromethanol eliminates hydrogen fluoride, forming carbonyl fluoride:[2]

CF
3OH ⇌ COF
2 + HF (I)

This reaction is reversible.[3]

Partially fluorinated alcohols

Numerous partially fluorinated alcohols are known. Trifluoroethanol is a popular solvent. Fluorotelomer alcohols are precursors to perfluorocarboxylic acids.

References

  1. ↑ Ivan A. Shuklov, Natalia V. Dubrovina, Armin Börner (2007). "Fluorinated Alcohols as Solvents, Cosolvents and Additives in Homogeneous Catalysis: Benefits from the Use of Fluorinated Alcohols in Homogeneous Catalysis". Synthesis: 2925–2943. doi:10.1055/s-2007-983902.
  2. ↑ Schneider, W. F. (1996). "Energetics and Mechanism of Decomposition of CF3OH". J. Phys. Chem. 100: 6097–6103. doi:10.1021/jp952703m.
  3. ↑ Cheburkov, Yuri; Lillquist, Gerald J. (2002). "Perfluoroalcohols". Journal of Fluorine Chemistry. 118: 123–126. doi:10.1016/S0022-1139(02)00204-X.
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