Abstract
Two compounds identified as components of the sex pheromone system ofRhyacionia frustrana are (E)-9-dodecen-1-yl acetate (I) and (E)-9,11-dodecadien-1-yl acetate (II), which were found in female gland extracts in the ratio of 96∶4, respectively. The identifications were based on chemical and instrumental analyses, electroantennogram studies, and field trapping tests. The optimum ratio for trapping maleR. frustrana is the range of 95∶5 to 97.5∶2.5 (I∶II), when dispensed from rubber septa at a loading of ca. 1000/μg/lure. In addition to these two compounds, evidence was obtained for the presence of dodecan-1-ol and (E)-9-dodecen-1-ol in female tip extracts and in female effluvium, and for dodecan-1-yl acetate in female tip extracts.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Baltensweiler, W., Priesner, E., Arn, H., andDelucchi, V. 1978. Unterschiedliche Sexuallochstaffe bei Larchen- und Aruenform des Grauen Larchenwicklers (Zeiraphera diniana Gn., Lep. Tortricidae).Mitt. Schweiz. Entomol. Ges. 51:133–142.
Berisford, C.W., Harman, D.M., Freeman, B.L., Wilkinson, R.C., andMcGraw, J.R. 1979. Sex pheromone cross-attraction among four species of pine tip moths,Rhyacionia species.J. Chem. Ecol. 5:205–210.
Beroza, M., andBierl, B.A. 1967. Rapid determination of olefin position in organic compounds in the microgram range by ozonolysis and gas chromatography.Anal. Chem. 39:1131–1135.
Beroza, M., Bierl, B.A., andMoffitt, H.R. 1974. Sex pheromones: (E,E)-8,10-dodecadien-1-ol in the codling moth.Science 183:89–90.
Biwer, G., Descoins, C., Gallois, M., Priesner, E., Chambon, J.-P., Genestier, G., andMartinez, M. 1977. Etude de la sécrétion pheromonale de la femelle vierge de la tordeuse des céréales:Cnephasia pumicana Zeller (Lepidoptera: Tortricidae).Ann. Zool. Ecol. Anim. 10:129–138.
Bjostad, L.B., Taschenberg, E.F., andRoelofs, W.L. 1980. Sex pheromone of the chokecherry leafroller moth,Sparganothis directana.J. Chem. Ecol. 6:487–498.
Brown, R.L. 1979. The valid generic and tribal names for the codling moth,Cydia pomonella (Olethreutinae: Tortricidae).Ann. Entomol. Soc. Am. 72:565–567.
Frerot, B., Priesner, E., andGallois, M. 1979. A sex attractant for the green budworm moth,Hedya nubiferana.Z. Naturforsch. 34c:1248–1252.
Hill, A.S., Berisford, C.W., Brady, U.E., andRoelofs, W.L. 1976. Sex pheromone of the pitch pine tip moth,Rhyacionia rigidana.Environ. Entomol. 5:959–960.
Hill, A.S., Cardé, R.T., Bode, W.M., andRoelofs, W.L. 1977. Sex pheromone components of the variegated leafroller moth.Platynota flavedana.J. Chem. Ecol. 3:369–376.
Hill, A.S., Rings, R.W., Swier, S.R., andRoelofs, W.L. 1979. Sex pheromone of the black cutworm moth,Agrotis ipsilon.J. Chem. Ecol. 5:439–457.
Holman, R.T. 1966. General introduction to polyunsaturated acids, pp. 3–12,in R.T. Holman (ed.). Progress in the Chemistry of Fats and Other Lipids, Vol. 9, Polyunsaturated Acids. Pergamon Press, New York.
Howell, J.F. 1972. An improved sex attractant trap for codling moths.J. Econ. Enlomol. 65:609–611.
Jacobson, M., andJennings, D.T. 1978. Attraction ofRhyacionia neomexicana (Dyar) to synthetic pheromones.J. Environ. Sci. Health 7:429–443.
Lester, R. 1978. Smectic liquid crystal for the gas-liquid chromatographic separation of lepidopterous sex pheromones and related isomeric olefins.J. Chromatogr. 156:55–62.
Lester, R., andHall, D.R. 1980. 4-(p-Methoxycinnamyloxy)-4-methoxyazobenzene: A nematic liquid crystal for the gas-liquid chromatographic analysis of the stereochemistry of lepidopterous sex pheromones and related unsaturated fatty alcohols and derivatives.J. Chromatogr. 158:35–41.
McDonouch, L.M., andMoffitt, H.R. 1974. Sex pheromone of the codling moth.Science 183:978.
Nesbitt, B.F., Beevor, P.S., Cole, R.A., Lester, R., andPoppi, R.G. 1975. The isolation and identification of the female sex pheromones of the female sex pheromone of the red bollworm moth,Diparopsis castanea.J. Insect. Physiol. 21:1091–1096.
Powell, J.A., andMiller, W.E. 1978. Nearctic pine tip moths of the genusRhyacionia (Lepidoptera: Tortricidae, Olethreutinae). USDA Agr. Handbook 514. 51 pp.
Roelofs, W.L. 1977. Scope and limitations of the electroantennogram technique in identifying pheromone components, pp. 147–165,in N.R. McFarlane (ed.). Crop Protection Agents: Their Biological Evaluation. Academic Press, New York.
Roelofs, W.L., andComeau, A. 1971. Sex attractants in lepidoptera, pp. 91–112,in A.S. Tahori (ed.). Chemical Releasers in Insects. Gordon and Breach, New York.
Roelofs, W., Comeau, A., Hill, A., andMilicevic, G. 1971. Sex attractant of the codling moth: Characterization with electroantennogram technique.Science 174:297–299.
Roelofs, W.,Kochansky, J., andCardé, R. 1974.Trans-7-cis-9-dodecadien-1-yl acetate. U.S. Patent No. 3,845,108, October 29, 1974.
Roelofs, W.L., Hill, A.S., Berisford, C.W., andGodbee, J.F. 1979. Sex pheromone on the subtropical pine tip moth,Rhyacionia subtropica.Environ. Enlomol. 8:894–895.
Smith, R.G., Daterman, G.E., Daves, G.D., Jr., McMurtrey, K.D., andRoelofs, W.L. 1974. Sex pheromone of the European pine shoot moth: chemical identification and field tests.J. Insect Physiol. 20:661–668.
Sower, L.L., Daterman, G.E., Sartwell, C., andCory, H.T. 1979. Attractants for the western pine shoot borer,Eucosma sonomana, andRhyacionia zozana determined by field screening.Environ. Entomol. 8:265–267.
Vrkoc, J., Skuhravy, V., andBaltensweiler, W. 1979. Freilanduntersuchungen zur Sexual-lockstoff-Reaktion der Fichtenform des grauen Larchenwicklers,Zeiraphera diniana Gn. (Lep., Tortricidae). Anz. Schaedlingskd Pflanz. Umweltschutz 52:129–130.
Author information
Authors and Affiliations
Additional information
Lepidoptera: Tortricidae: Olethreutinae.
Supported in part by the Rockefeller Foundation and by National Science Foundation grants GB-38020 and PCM 78-13241.
Rights and permissions
About this article
Cite this article
Hill, A.S., Berisford, C.W., Brady, U.E. et al. Nantucket pine tip moth,Rhyacionia frustrana: Identification of two sex pheromone components. J Chem Ecol 7, 517–528 (1981). https://doi.org/10.1007/BF00987700
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF00987700