Heptafluorobutyric acid

Heptafluorobutyric acid
Identifiers
Abbreviations HFBA
CAS number 375-22-4
PubChem 9777
Jmol-3D images Image 1
Properties
Molecular formula C4HF7O2
Molar mass 214.04 g mol−1
Appearance colourless liquid
Density 1.64 g/ml
Boiling point

120 °C

Solubility in water high
Hazards
Main hazards strong acid
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Heptafluorobutyric acid (HFBA) is an organofluorine compound with the formula C3F7CO2H. As the fluorinated derivative of butyric acid, this colourless liquid is prepared by electrofluorination of the corresponding butyryl fluoride.[1]

Applications

HFBA has a variety of niche applications in analytical and synthetic chemistry. It is an ion pair reagent for reverse-phase HPLC. It is used in the sequencing, synthesis, and solubilizing of proteins and peptides.

Esters derived from HFBA readily undergo condensation, owing to their electrophilicity. Specialized ligands for metal ions are generated capitalizing on this property, such as Eufod.

References

  1. ^ Günter Siegemund, Werner Schwertfeger, Andrew Feiring, Bruce Smart, Fred Behr, Herward Vogel, Blaine McKusick “Fluorine Compounds, Organic” Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002. doi:10.1002/14356007.a11_349