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, commonly abbreviated HFIP is the organic compound
with the formula
finds use as solvent
systems. It appears as a colorless, volatile liquid that is characterized by a strong, pungent odor. As a solvent hexafluoro-2-propanol exhibits strong hydrogen bonding properties enabling it to dissolve substances that serve as hydrogen-bond acceptors, such as amides and ethers. Hexafluoro-2-propanol is also a polar compound, transparent to UV
light with high density
, low viscosity
and low refractive index
Hexafluoro-2-propanol is prepared from hexafluoropropylene
, which is reduced by catalytic hydrogenation
or by hydride
- (CF3)2CO + H2 → (CF3)2CHOH
Hexafluoro-2-propanol is a specialty solvent in organic synthesis
due to its properties which make it especially useful to solubilize a wide range of polymers, including those that are not soluble in the most common organic solvents: such as polyamides
, polyacetals, polyesters
), and polyketones. Because of its acidity (pKa
= 9.3), it can be used as acid in volatile buffers for ion pair HPLC
- mass spectrometry
of nucleic acids
It has also found use in biochemistry
to solubilize peptides
. Industrially hexafluoro-2-propanol is used as an intermediate for pharmaceuticals (anesthetics
) and agrochemicals or as a solvent and cleaner in electronics.
Hexafluoro-2-propanol is a corrosive and is therefore destructive to tissues of the mucous membranes, upper respiratory tract, skin and eyes, resulting in burns or ulceration. Overexposure by inhalation may result in spasm, inflammation, chemical pneumonitis
or pulmonary edema
. In case of contact with eyes corneal and conjunctival ulceration or blindness may result. Hexafluoro-2-propanol is not considered carcinogenic, but the effects of a chronic exposure are unknown.
- Radlick, Phillip C Methods of synthesizing hexafluoroisopropanol from impure mixtures and synthesis of a fluoromethyl ether therefrom. United States Patent 4,314,087. Retrieved on 2006-10-18..
- Cheminal, Bernard; H. Mathais and M. Thomarat Process for the synthesis of 2,2,2-trifluoroethanol and 1,1,1,3,3,3-hexafluoroisopropanol. United States Patent 4,647,706. Retrieved on 2006-10-18..
- Hexafluoroisopropanol datasheet. DuPont. Retrieved on 2006-10-18..