Alkylation of Carboxylate Salts of Acidic Herbicides for Gas Chromatographic Analysis
- 1 January 1979
- journal article
- separations
- Published by Taylor & Francis in Analytical Letters
- Vol. 12 (9), 1009-1017
- https://doi.org/10.1080/00032717908059780
Abstract
The methyl esters of 2-methoxy-3, 6-dichlorobenzoic acid and three phenoxyacetic acids were prepared by the admixture of an excess of both methyl iodide and anhydrous alkali-metal carbonate to a solution of the carboxylic acids in acetone. The reaction was completed within the shortest period of time when cesium carbonate was used, and the reaction mixture was injected without further work-up into a gas chromatograph fitted with a flame ionization detector. Further reduction of reaction time was achieved by heating the mixture to 50°C and by ultrasonic treatment; this technique is also suitable for esterification of microliter quantities and obviates the need for a microrefluxer. Butylesters of 2, 4-D and 2, 4, 5-T were prepared in an analogous manner. The methyl esters of 2, 4-D and 2, 4, 5-T, and the butyl ester of 2, 4-D were obtained in better than 90% yield.Keywords
This publication has 14 references indexed in Scilit:
- Crown ether catalyzed derivatization of carboxylic acids and phenols with pentafluorobenzyl bromide for electron capture gas chromatographyAnalytical Chemistry, 1977
- Fluorescence labelling of picomole amounts of acidic herbicides for toxicological analysisChromatographia, 1976
- Esterification by alkylation of carboxylate salts. Influence of steric factors and other parameters on reaction ratesThe Journal of Organic Chemistry, 1976
- Quantitative conversion of carboxylic acids and phenols to esters and ethers by reaction of their salts with alkyl halidesThe Journal of Organic Chemistry, 1974
- Esterification of (2,4-dichlorophenoxy)acetic acid. Quantitative comparison of esterification techniquesAnalytical Chemistry, 1974
- A simple quantitative method for the esterification of carboxylic acidsTetrahedron Letters, 1973
- Alkylation of acidic organic compounds for gas chromatographic analysisChromatographia, 1973
- Analysis of herbicide residues by gas chromatographyToxicological & Environmental Chemistry Reviews, 1973
- Esterification of hindered carboxylic acids. Alkylation of carboxylate salts.Tetrahedron Letters, 1972
- Esterification of sterically hindered car☐ylic acids using dimethyl sulphateTetrahedron Letters, 1972