Advertisement

Journal of Chemical Ecology

, Volume 9, Issue 9, pp 1333–1341 | Cite as

(Z)-10-nonadecenal: A pheromonally active air oxidation product of (Z,Z)-9,19 dienes in yellowheaded spruce sawfly

  • Robert J. Bartelt
  • Richard L. Jones
Article

Abstract

Each of 10 (Z,Z)-9,19 hydrocarbon dienes (28–37 carbons) found in female yellowheaded spruce sawflies,Pikonema alaskensis (Rohwer), was synthesized and found to be attractive to males by field bioassay. These dienes oxidize slowly in air, major products being aldehydes. One product common to all the dienes, (Z)-10-nonadecenal (Z10–19∶Al), and one from the 29-carbon diene only, (Z)-10-eicosenal, initiated flight and caused upwind anemotaxis in males in a greenhouse bioassay.Z10–19∶Al was incorporated into Hercon® controlled release formulations and was active in the field. The aldehyde could be useful for monitoring sawfly populations.

Key words

Sawfly pheromone aldehyde diene oxidation Pikonema alaskensis Hymenoptera Tenthredinidae 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Bartelt, R.J., Jones, R.L., andKulman, H.M. 1982a. Evidence for a Mulitco-mponent sex pheromone in the yellowheaded spruce sawfly.J. Chem. Ecol. 8:83–94.Google Scholar
  2. Bartelt, R.J., Jones, R.L., andKulman, H.M. 1982b. Hydrocarbon components of the yellowheaded spruce sawfly sex pheromone: A series of (Z,Z)-9,19 dienes.J. Chem. Ecol. 8:95–114.Google Scholar
  3. Bierl, B.A., Beroza, M., andCollier, C.W. 1972. Isolation, identification, and synthesis of the gypsy moth sex attractant.J. Econ. Entomol. 65:659–664.Google Scholar
  4. Howard, R.W., andBlomquist, G.J. 1982. Chemical ecology and biochemistry of insect hydrocarbons.Annu. Rev. Entomol. 27:149–172.Google Scholar
  5. Kasang, G., Schneider, D., andBeroza, M. 1974. Biosynthesis of the sex pheromone disparlure by olefin epoxide conversion.Naturwissenschaften 61:130–131.Google Scholar
  6. Shani, A., andKlug, J.T. 1980. Photooxidation of (Z,E)-9,11-tetradecadienylacetate, the main component of the sex Pheromone of the female egyptian cotton leafworm (Spodoptera littoralis).Tetrahedron Lett. 21:1563–1564.Google Scholar
  7. Vogel, A.I. 1956. A textbook of practical organic chemistry, 3rd Ed. John Wiley, New York, 1188 Pp.Google Scholar

Copyright information

© Plenum Publishing Corporation 1983

Authors and Affiliations

  • Robert J. Bartelt
    • 1
  • Richard L. Jones
    • 1
  1. 1.Department of EntomologyFisheries, and Wildlife University of MinnesotaSt. Paul

Personalised recommendations