J. Kelly, L. Wright, T. Novak
Jan 1, 2001
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Journal
Journal of Liquid Chromatography & Related Technologies
Abstract
A rapid and facile carbon dioxide derivatization procedure was developed to stabilize Grignard reagents for reversed-phase liquid chromatographic analysis. Derivatization of the neat Grignard reagent was performed in a septum-sealed vial at 0°C under 10 psi carbon dioxide. Complete conversion of active Grignard reagents to carboxylic acid derivatives was achieved in less than 1 min. Active titer determinations for ∼1 M 4-fluorophenylmagnesium bromide were demonstrated to be precise (<2% relative standard deviation) and accurate (5% difference) compared with the results of sec-butanol titrations. Additionally, sensitive quantification (limit of quantification <0.1%) of both active and inactive impurities was demonstrated, which is not possible via nonspecific conventional titrimetric methods. Such information may prove invaluable in the optimization of subsequent organic reactions using Grignard reagents.