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Fluoroalcohols are organofluorine compounds consisting of an
alcohol Alcohol may refer to: Common uses * Alcohol (chemistry), a class of compounds * Ethanol, one of several alcohols, commonly known as alcohol in everyday life ** Alcohol (drug), intoxicant found in alcoholic beverages ** Alcoholic beverage, an alco ...
functional group In organic chemistry, a functional group is any substituent or moiety (chemistry), moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo the same or similar chemical reactions r ...
with at least one C-F bond. These compounds often have distinctive solvent properties.


Perfluoroalcohols

Most primary and secondary perfluoroalcohols are unstable, for example trifluoromethanol eliminates
hydrogen fluoride Hydrogen fluoride (fluorane) is an Inorganic chemistry, inorganic compound with chemical formula . It is a very poisonous, colorless gas or liquid that dissolves in water to yield hydrofluoric acid. It is the principal industrial source of fluori ...
, forming carbonyl fluoride. This reaction is reversible. : Stable perfluorinated alcohols include nonafluoro-tert-butyl alcohol ((CF3)3COH) and
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 pKa, p''K''a ...
(C6F5OH).


Partially fluorinated alcohols

Numerous partially fluorinated alcohols are known and have useable stabilities. Trifluoroethanol and hexafluoroisopropanol are used as solvents in research.{{cite journal , doi=10.1038/s41570-017-0088, title=Hexafluoroisopropanol as a Highly Versatile Solvent , year=2017 , last1=Colomer , first1=Ignacio , last2=Chamberlain , first2=Anna E. R. , last3=Haughey , first3=Maxwell B. , last4=Donohoe , first4=Timothy J. , journal=Nature Reviews Chemistry , volume=1 , issue=11 , url=https://ora.ox.ac.uk/objects/uuid:72dc250a-656e-4367-827d-17835acc28ba Fluorotelomer alcohols are precursors to perfluorocarboxylic acids. Pirkle's alcohol is used a chiral shift reagent in
nuclear magnetic resonance spectroscopy Nuclear magnetic resonance spectroscopy, most commonly known as NMR spectroscopy or magnetic resonance spectroscopy (MRS), is a Spectroscopy, spectroscopic technique based on re-orientation of Atomic nucleus, atomic nuclei with non-zero nuclear sp ...
.


References

Organofluorides Alcohols