Perfluorobutanoic acid
(Redirected from Heptafluorobutyric acid)
Names | |
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Preferred IUPAC name
Heptafluorobutanoic acid | |
Other names | |
Identifiers | |
3D model (JSmol)
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Abbreviations | HFBA |
ChEBI | |
ChemSpider | |
PubChem CID
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UNII | |
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Properties | |
C4HF7O2 | |
Molar mass | 214.039 g·mol−1 |
Appearance | colourless liquid |
Density | 1.64 g/ml |
Boiling point | 120 °C (248 °F; 393 K) |
high | |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards
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strong acid |
GHS labelling:[2] | |
Danger | |
H314 | |
P260, P280, P303+P361+P353, P304+P340+P310, P305+P351+P338 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Perfluorobutanoic acid (PFBA) is a perfluoroalkyl carboxylic acid with the formula C3F7CO2H. As the perfluorinated derivative of butyric acid, this colourless liquid is prepared by electrofluorination of the corresponding butyryl fluoride.[3]
Applications
PFBA 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 PFBA readily undergo condensation, owing to their electrophilicity. Specialized ligands for metal ions are generated capitalizing on this property, such as Eufod.
References
- ^ Buck, Robert C; Franklin, James; Berger, Urs; Conder, Jason M; Cousins, Ian T; de Voogt, Pim; Jensen, Allan Astrup; Kannan, Kurunthachalam; Mabury, Scott A; van Leeuwen, Stefan PJ (2011). "Perfluoroalkyl and polyfluoroalkyl substances in the environment: Terminology, classification, and origins". Integrated Environmental Assessment and Management. 7 (4): 513–541. doi:10.1002/ieam.258. PMC 3214619. PMID 21793199.
- ^ Sigma-Aldrich Co., Heptafluorobutyric acid. Retrieved on 2022-03-23.
- ^ Siegemund, Günter; Schwertfeger, Werner; Feiring, Andrew; Smart, Bruce; Behr, Fred; Vogel, Herward; McKusick, Blaine (2000), "Fluorine Compounds, Organic", Ullmann's Encyclopedia of Industrial Chemistry, Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, doi:10.1002/14356007.a11_349, ISBN 978-3-527-30673-2
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- Perfluorocarboxylic acids