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Semi-preparative high-performance liquid chromatographic separation of ceralure and related isomers

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Summary

A semi-preparative high-performance liquid chromatographic procedure on 5-μm silica was developed for the isolation of gram quantities of ethyltrans-5-iodo-trans-2-methylcyclohexane-1-carboxylate (B1) and ethyltrans-4-iodo-trans-2-methylcyclohexane-1-carboxylate (B2) for comparative evaluation as male Mediterranean fruit fly,Ceratitis capitata, attractants and for NMR studies. This procedure can also be used analytically to determine the content of B1 (the attractive isomer) in ceralure, the ethyl 4- and 5-iodo-trans-2-methylcyclohexane-1-carboxylate mixture. 1,1-Dimethylethylcis-5-iodo-trans-2-methylcyclohexane-1-carboxylate (A) and 1,1-dimethylethylcis-4-iodo-trans-2-methylcyclohexane-1-carboxylate (C) were isolated and converted to their ethyl esters, thus supplying the fourtrans-isomers of ceralure.

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Authors and Affiliations

  1. Insect Chemical Ecology Laboratory, Plant Sciences Institute, Agricultural Research Service, U.S. Department of Agriculture, 20705, Beltsville, MD, USA

    J. D. Warthen Jr. & T. P. McGovern

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  1. J. D. Warthen Jr.
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  2. T. P. McGovern
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Warthen, J.D., McGovern, T.P. Semi-preparative high-performance liquid chromatographic separation of ceralure and related isomers. Chromatographia 29, 135–138 (1990). https://doi.org/10.1007/BF02268699

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  • DOI: https://doi.org/10.1007/BF02268699

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