Heptafluorobutyric acid

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Heptafluorobutyric acid
Skeletal formula
Ball-and-stick model
Names
IUPAC name
2,2,3,3,4,4,4-Heptafluorobutanoic acid
Other names
Heptafluorobutanoic acid; Perfluorobutanoic acid; Perfluorobutyric acid; PFBA
Identifiers
375-22-4 YesY
Abbreviations HFBA
ChEBI CHEBI:39426 N
ChemSpider 9394 N
Jmol 3D model Interactive image
PubChem 9777
Properties
C4HF7O2
Molar mass 214.04 g·mol−1
Appearance colourless liquid
Density 1.64 g/ml
Boiling point 120 °C (248 °F; 393 K)
high
Hazards
Main hazards strong acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
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[edit]

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[edit]

  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