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4-Fluorobenzoic acid

| NFPA-H = | NFPA-F = | NFPA-R = | NFPA-S = 4-Fluorobenzoic acid (p-fluorobenzoic acid) is an organic compound with the formula C7H5FO2. This colourless solid is a derivative of benzoic acid carboxylic acid. It is a synthetic intermediate.

Preparation

4-Fluorobenzoic acid is commercially available. It may be prepared via the Schiemann reaction, in which a 4-aminobenzoic acid, protected as the ethyl ester, is diazotised and then fluoride introduced using tetrafluoroborate. Hydrolysis of the ester converts it back to the free acid.

:[[File:Synthesis of 4-fluorobenzoic acid.png|500px]]

4-Fluorobenzoic acid has been observed to form by the aerobic biotransformation of 4-fluorocinnamic acid.

References

GHS: [https://pubchem.ncbi.nlm.nih.gov/compound/9973#section=GHS-Classification PubChem 9973]
(1943). "''p''-Fluorobenzoic Acid".
(2001). "Aerobic biotransformation of 4-fluorocinnamic acid to 4-fluorobenzoic acid". Biodegradation.

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benzoic-acids 4-fluorophenyl-compounds

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