Perfluorobutanoic acid

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Perfluorobutanoic acid
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Abbreviations HFBA
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Template:Longitem Template:Chembox Elements/molecular formula
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Appearance colourless liquid
Density 1.64 g/ml
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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 the sequential electrofluorination and hydrolysis of butyryl fluoride.[2]

Applications

PFBA has a variety of niche applications in analytical and synthetic chemistry. It is an ion pair reagent for reverse-phase high-performance liquid chromatography. 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.

PFBA was formerly used for manufacturing photographic film. The 3M Company was a major manufacturer of PFBA and products containing PFBA but production was phased out in 1998.[3]

Environmental impact and regulation

PFBA is a breakdown product of other PFAS that have been used in stain-resistant fabrics, paper food packaging, carpets, and consumer products.[4] PFBA has been frequently found in U.S. rivers.[3][5]

In laboratory animal studies, exposure to high levels of PFBA results in thyroid and liver effects, such as increased thyroid and liver weight, changes in thyroid hormones, decreased cholesterol, and cellular changes in both organs. Other effects of PFBA exposure included delayed development and decreased red blood cells and hemoglobin.[3]

The Minnesota Department of Health (MDH) developed a guidance value of 7 ppb (μg/L) for PFBA in drinking water.[3]

References

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