Identification, Synthesis, and Field Evaluation of the Sex Pheromone of the Citrus Fruit Borer Ecdytolopha aurantiana |
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Authors: | Walter S. Leal J. Maurício S. Bento Yasuhiro Murata Miikio Ono José R. P. Parra Evaldo F. Vilela |
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Affiliation: | (1) Department of Entomology, University of California, Davis, California, 95616;(2) National Institute of Sericultural and Entomological Science, 1-2 Ohwashi, Tsukuba, 305-8634, Japan;(3) Departamento de Entomologia, Fitopatologia e Zoologia Agrícola, ESALQ-USP, 13418-900 Piracicaba-SP, Brazil;(4) Fuji Flavor Co. Ltd., 3-5-8 Midorigaoka, Hamura-city, Tokyo, 190-11, Japan;(5) Departamento de Biologia Animal, UFV, 36570-000 Viçosa-MG, Brazil |
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Abstract: | The sex pheromone of the citrus fruit borer Ecdytolopha aurantiana has been identified by gas chromatography coupled to an electroantennographic detector (GC-EAD). The electron impact mass spectral (EI-MS) fragmentation of the major EAD-active peak gave identifying features for a monounsaturated acetate. Further analyses by chemical ionization mass spectrometry (CI-MS), vapor-phase infrared spectroscopy (GC-IR), along with chemical derivatization (DMDS reaction), led to full characterization of the major component as (E)-8-dodecenyl acetate (E8–12 : Ac). The second constituent was identified as the related alcohol, (E)-8-dodecenol (E8–12 : OH). The two compounds were indistinguishable from the authentic synthetic standards in chemical and EAD analyses. Samples of the two compounds were obtained by a facile synthesis utilizing lithium chemistry. Field tests showed that captures in traps baited with a mixture of E8–12 : Ac and E8–12 : OH at 100 : 1 and 10 : 1 ratios were not significantly different from the catches in traps having two virgin females. Dosage tests showed better performance of traps baited with 1 mg than those with 0.1 mg of the pheromone blend, either in 100 : 1 or 10 : 1 ratio. |
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Keywords: | Lepidoptera Tortricidae Ecdytolopha aurantiana sex pheromone (E)-8-dodecenol (E)-8-dodecenyl acetate GC-EAD |
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