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Derivatization of carboxylic acids with 9-bromomethylacridine using micellar phase-transfer catalysis
Authors:F A L van der Horst  M H Post  J J M Holthuis  U A Th Brinkman
Institution:(1) Department of Pharmaceutical Analysis, University of Utrecht, Catharijnesingel 60, 3511 GH Utrecht, The Netherlands;(2) EuroCetus B.V., Paasheuvelweg 30, 1105 BJ Amsterdam, The Netherlands;(3) Department of Analytical Chemistry, Free University, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands;(4) Present address: Department of Clinical Chemistry, University Hospital of Leiden, Rijnsburgerweg 10, 2333 AA Leiden, The Netherlands
Abstract:Summary Micellar phase-transfer catalysis (MPTC) offers the opportunity to derivatize carboxylic acids directly in an aqueous matrix without prior extraction of the acids into a suitable aprotic solvent. The currently developed MPTC system consists of a non-ionic surfactant, Arkopal N-130, an ion-pair agent, tetrakis-(decyl)-ammonium bromide, and a novel fluorescence reagent, 9-bromomethylacridine. The MPTC system can be applied to the derivatization of many types of carboxylic acids. The reaction rate is affected by the lipophilicity of the acid and by the presence of other functional groups. For lipophilic carboxylic acids the reaction is complete within 5 min at 60°C and pH 7.0.
Keywords:Micellar phase-transfer catalysis (MPTC)  Pre-column derivatization carboxylic acids  9-Bromomethylacridine  Fluorescence detection
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