2006/04/15 by G. K. Surya Prakash, Jinbo Hu · 1 citation
Pharmacology, Toxicology and Pharmaceutics · Chemistry · #Fluorine in Organic Chemistry #Synthesis and Reactions of Organic Compounds #Synthesis and Biological Evaluation
paper · doi:10.1002/047084289x.rn00682
openalex publication_date 2006/04/15 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/29
[602-94-8] C7HF5O2 (MW 212.08) InChI = 1S/C7HF5O2/c8-2-1(7(13)14)3(9)5(11)6(12)4(2)10/h(H,13,14) InChIKey = YZERDTREOUSUHF-UHFFFAOYSA-N (used to prepare partially fluorinated benzoic acid derivatives via regioselective nucleophilic aromatic substitution reactions or hydrodefluorination reactions;1-13 pentafluorophenylation agent through decarboxylation14-16) Physical Data: mp 106–107 °C; bp 220 °C; d = 1.944 (25 °C); pKa = 1.48 (25 °C).17 Solubility: soluble in ethers, alcohols, toluene, petroleum ether, dichloromethane, and acetic acid. Form Supplied in: colorless crystalline solid; often prepared from pentafluorophenyllithium (or pentafluorophenylmagnesium halide) and carbon dioxide.18, 19 Handling, Storage, and Precautions: pentafluorobenzoic acid is a corrosive acid and has high reactivity with bases; readily reacts with strong nucleophiles such as alkoxides; avoid storing with reducing metals such as sodium, zinc; store under anhydrous, neutral conditions; use in a fume hood.