2,3,4,5,6-Pentafluorobenzoic acid

• Catalog: OFC602948-2
• CAS: 602-94-8
• Category: Pentafluorobenzene Series Products
• Purity: >98%

• IUPAC Name: 2,3,4,5,6-pentafluorobenzoic acid
• InChI: InChI=1S/C7HF5O2/c8-2-1(7(13)14)3(9)5(11)6(12)4(2)10/h(H,13,14)
• InChI Key: YZERDTREOUSUHF-UHFFFAOYSA-N
• Canonical SMILES: C1(=C(C(=C(C(=C1F)F)F)F)F)C(=O)O

• Molecular Formula: C7HF5O2
• Molecular Weight: 212.08

Case Study

2,3,4,5,6-Pentafluorobenzoic Acid for the Synthesis of Embedded Polar Group Pentafluorophenyl (PFP) Stationary Phase

Mallik AK, et al. Journal of Chromatography A, 2024, 1717, 464688.

2,3,4,5,6-Pentafluorobenzoic acid was employed as a key functional reagent for constructing embedded polar group (EPG)-containing pentafluorophenyl (PFP) stationary phases on silica, aiming to enhance chromatographic selectivity beyond conventional C18 materials. The silica surface was first functionalized with (3-aminopropyl)trimethoxysilane (APS) to introduce reactive amino groups. Subsequently, APS-modified silica (3.0 g) was reacted with 2,3,4,5,6-pentafluorobenzoic acid (3.00 g, 0.014 mol) in methanol (50 mL) in the presence of diethyl pyrocarbonate (DEPC, 1.5 g, 0.009 mol) and triethylamine (TEA, 1.1 g, 0.011 mol) at 60 °C for 24 h to form the Sil-PFP-BA stationary phase. The product was purified by repeated methanol centrifugation and vacuum drying. Experimentally, 2,3,4,5,6-pentafluorobenzoic acid enabled stable covalent immobilization of the PFP moiety, providing additional π-π, dipole-dipole, and polar interaction sites that significantly improved chromatographic separation performance for structurally similar analytes.