Separation and analysis of the diastereomers and enantiomers of cypermethrin and related compounds

The diastereomers of cypermethrin and permethrin have been resolved on an irregular silica column. Complete separation of three of the four enantiomeric pairs of cypermethrin was achieved with reasonable retention times (<50 min) by direct injection of the separated diastereomers onto a cellulose...

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Bibliographic Details
Published inJournal of Chromatography A Vol. 777; no. 2; pp. 363 - 369
Main Authors Edwards, Darren P, Ford, Martyn G
Format Journal Article
LanguageEnglish
Published Amsterdam Elsevier B.V 15.08.1997
Elsevier
Subjects
Analytical chemistry
Chemistry
Chromatographic methods and physical methods associated with chromatography
Cypermethrin
Exact sciences and technology
Other chromatographic methods
Permethrin
Pesticides
Pyrethroids
Pyrethroids
Permethrin
Diastereomer separation
Cypermethrin
Enantiomer separation
Pesticides
Insecticide
Separation
HPLC chromatography
Chiral stationary phase
Experimental study
Pollutant
Ultraviolet detector
Optical resolution
Enantiomer
Cellulose derivatives
Diastereomer
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Summary:The diastereomers of cypermethrin and permethrin have been resolved on an irregular silica column. Complete separation of three of the four enantiomeric pairs of cypermethrin was achieved with reasonable retention times (<50 min) by direct injection of the separated diastereomers onto a cellulose based chiral HPLC column. The order of elution was established; structures were confirmed by NMR and comparison with the retention times of authentic enantiomeric standards. For the unseparated pair, improved resolution was achieved with a slightly longer retention time (80 min). Injection of α-cypermethrin onto the chiral system under the same conditions gave excellent separation of the two enantiomers.
ISSN:0021-9673
DOI:10.1016/S0021-9673(97)00382-8