2-(5-Chlorocarbonyl-2-oxazolyl)-5, 6- methylenedioxybenzofuran as Fluorescence Derivatization Reagent for Alcohols in High Performance Liquid Chromatography

• Published in: Analytical Sciences Vol. 5; no. 5; pp. 525 - 530
• Main Authors: NAGAOKA, Hiroaki, NOHTA, Hitoshi, UHKURA, Yosuke, KAETSU, Yumi, SAITO, Mikihiko
• Format: Journal Article
• Language: English
• Published: Tokyo The Japan Society for Analytical Chemistry 1989; Japan Society for Analytical Chemistry; Japan Science and Technology Agency
• Subjects: 2-(5-chlorocarbonyl-2-oxazolyl)-5,6-methylenedioxybenzofuran; Analytical chemistry; Chemistry; Chromatographic methods and physical methods associated with chromatography; Exact sciences and technology; fluorescence derivatization; high performance liquid chromatography; Other chromatographic methods; Primary alcohol; secondary alcohol; tertiary alcohol; Five membered ring; Chemical analysis; Chemical reaction; Acyl chloride; HPLC chromatography; Fluorescence; Liquid chromatography; Oxygen heterocycle; Oxygen nitrogen heterocycle
• ISSN: 0910-6340; 1348-2246
• DOI: 10.2116/analsci.5.525

2-(5-Chlorocarbonyl-2-oxazolyl)-5, 6-methylenedioxybenzofuran was found to be a highly sensitive fluorescence derivatization reagent for primary, secondary and tertiary alcohols in high performance liquid chromatography. Its reactivity was investigated for 1-hexanol, benzyl alcohol, cyclohexanol and 2-methyl-2-butanol. The reagent reacts with the alcohols in benzene in the presence of pyridine to produce the corresponding fluorescent esters, which could be separated on a reversed phase column, Cosmosil 5C18, with aqueous 70% (v/v) acetonitrile; the detection limits (S/N=3) were 3-4fmol for 1-hexanol and benzyl alcohol, 12fmol for cyclohexanol and 900fmol for 2-methyl-2-butanol for an injection volume of 20μl. Hydroxycarboxylic acids did not give fluorescent derivatives under these conditions.