Determination of the enantiomeric composition of several insect pheromone alcohols |
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Authors: | E L Plummer T E Stewart K Byrne G T Pearce R M Silverstein |
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Affiliation: | (1) Present address: FMC Corp., 08540 Princeton, New Jersey;(2) Present address: Thompson-Hayward Co., 66106 Kansas City, Kansas;(3) Present address: Monell Chemical Senses Center, 19104 Philadelphia, Pennsylvania;(4) Present address: Eastman Kodak, 14650 Rochester, New York;(5) College of Environmental Science and Forestry, 13210 Syracuse, New York |
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Abstract: | Details are given for the determination of the enantiomeric composition of several insect pheromone alcohols. The two methods used in the determination were: formation of the derivative with (+)--methoxy--trifluoromethylphenylacetyl chloride and the use of chiral lanthanide shift reagents. The five alcohols studied and their enantiomeric compositions are: sulcatol fromGnathotrichus sulcatus 6535 (+)/(–),trans-verbenol fromDendroctonus frontalis 6040 (+)/(–), 4-methyl-3-heptanol fromScolytus multistriatus 100% (–), seudenol fromDendroctonus pseudotsugae 5050 (+)/(–), and ipsdienol fromIps pini (Idaho) 100% (–). Determinations were done on 50–500 g substrate. |
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Keywords: | pheromone Gnathotrichus sulcatus Scolytus multistriatus Dendroctonus frontalis Dendroctonus pseudotsugae Ips pini Idaho enantiomeric composition seudenol sulcatol trans-verbenol chiral shift reagents 4-methyl-3-heptonal |
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