Appication of Fluorecent Triazoles to Analytical Chemistry. II. : Fluorescent Derivatization of Carboxylic Acids

Abstract

2-(p-Aminomethylphenyl)-N, N-dimethyl-2H-benzotriazolyl-5-amine (1) and two related compounds (2 and 3) were synthesized as highly sensitive fluorescence derivatization reagents for carboxylic acids. These reagents reacted with carboxylic acids activated with 2-bromo-1-ethylpyridinium tetrafluoroborate to produce the corresponding fluorescent amides at room temperature. We investigated the fluorescence characteristics and the chromatographic behavior of the benzamide derivatives of the reagents. Compound 1 was selected for use in high-performance liquid chromatography (HPLC). A highly sensitive and convenient fluorescence HPLC method was developed for the determination of carboxylic acids. The detection limit for carboxylic acids was 15 fmol per injection.