Skip to main content
Log in

Insect sex pheromones

Evaporation rates of acetates from natural rubber septa

  • Published:
Journal of Chemical Ecology Aims and scope Submit manuscript

Abstract

The half-lives (tin1/2) of acetate sex pheromones andn-alkyl acetates were determined on either or both West Co. and Arthur H. Thomas Co. natural rubber septa. These septa gave equal half-lives. Thet 1/2 values covered a large range: e.g.,t 1/2 for decyl acetate was 5 days and that for pentadecyl acetate was 1353 days. The expected linear relationship between Int 1/2 versus the number of carbon atoms was found for the six acetates fromn-decyl to pentadecyl, but thet 1/2 of hexadecyl acetate was only 478 days. This nonlinearity in the plot is attributed to the presence of polymer cross-links which create molecular size cages and produce an effect similar to that produced in gel permeation chromatography wherein large molecules elute faster than smaller ones. Thet 1/2 of 4 monounsaturated acetates were close to thet 1/2 for the corresponding saturated acetates, but this relationship may not be general. The half-life of one nonconjugated diunsaturated acetate was much less than that for the corresponding monounsaturated acetate, whereas the half-life of another nonconjugated diunsaturated acetate was similar to the half-life of the corresponding monounsaturated acetate. Thet 1/2 values determined for the pheromones may be used to estimate evaporation rates, the length of time the evaporation rates will be within a given range, and, with multicomponent pheromones, the ratio of components in the vapor.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  • Berger, R.S. 1966. Isolation, identification, and synthesis of the sex attractant of the cabbage looper,Trichoplusia ni. Ann. Entomol. Soc. Am. 59:767–771.

    Google Scholar 

  • Bierl, B.A., Beroza, M., Staten, R.T., Sonnet, P.E., andAdler, V.E. 1974. The pink bollworm sex attractant.J. Econ. Entomol. 67:211–216.

    PubMed  Google Scholar 

  • Butler, L.I., Halfhill, J.E., McDonough, L.M., andButt, B.A. 1977 Sex attractant of the alfalfa looperAutographa california and the celery looperAnagrapha falcifera (Lepidoptera: Noctuidae).J. Chem. Ecol. 3:65–70.

    Google Scholar 

  • Cardarelli, N.F., andKanakkanatt, S.V. 1977. Matrix factors affecting the controlled release of pesticides from elastomers. ACS Symposium Series No. 53, Controlled Release Pesticides, H.B. Sher (ed.).

  • Cardé, R.T., Trammel, K., andRoelofs, W.L. 1975. Disruption of sex attraction of the redbanded leafroller (Argyrotaenia velutinana) with microencapsulated pheromone components.Environ. Entomol. 4:448–450.

    Google Scholar 

  • Caro, J.H., Bierl, B.A., Freeman, H.P., Glotfelty, D.E., andTurner, B.C. 1977. Disparlure: Volatilization rates of two microencapsulated formulations from a grass field.Environ. Entomol. 6:877–881.

    Google Scholar 

  • Chisholm, M.D., Steck, W.F., Arthur, A.P., andUnderhill, E.W. 1975. Evidence forcis-11-hexadecen-1-ol acetate as a major component of the sex pheromone of the bertha armyworm,Mamestra configurata (Lepidoptera: Noctuidae).Can. Entomol. 107:361–366.

    Google Scholar 

  • Draper, N.R., andSmith, H. 1966. Applied Regression Analysis, p. 19. John Wiley & Sons, New York.

    Google Scholar 

  • Flint, H.M., Butler, L.I., McDonough, L.M., Smith, R.L., andForey, D.E. 1978. Pink bollworm: Response to various emission rates of gossyplure in the field.Environ. Entomol. 7:57–61.

    Google Scholar 

  • Fujiwara, H., Sato, Y., andNishi, K. 1976. Physico-chemical studies on the sex pheromone of insects I. Behavior of the sex pheromone ofSpodoptera litura F. in rubber cap.J. Takeda Res. Lab. 35:52–59.

    Google Scholar 

  • Gaston L.K., Shorey, H.H.,andSaario, C.A. 1971. Sex pheromones of noctuid moths. XVIII. Rate of evaporation of a model compound ofTrichoplusia ni sex pheromone from different substrates at various temperatures and its application to insect orientation.Ann. Entomol. Soc. Am. 64:381–384.

    Google Scholar 

  • Glass, E.H., Roelofs, W.L., Arn, H., andComeau, A. 1970. Sex pheromone trapping red-banded leafroller moths and development of a long lasting polyethylene wick.J. Econ. Entomol. 63:370–373.

    Google Scholar 

  • Hathaway, D.O., McGovern, T.P., Beroza, M., Moffitt, H.R., McDonough, L.M., andButt, B.A. 1974. Inhibitors of sexual attraction of male codling moths to the synthetic sex pheromone or virgin females.Environ. Entomol. 3:522–524.

    Google Scholar 

  • Hathaway, D.O., McDonough, L.M., andGeorge, D.A. 1979. Antipheromone of the codling moth,Laspeyresia pomonella (L.): Potential for control by air permeation.Environ. Entomol. 8:318–321.

    Google Scholar 

  • 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.

    Google Scholar 

  • Howell, J.F. 1972. An improved sex attractant trap for codling moths.J. Econ. Entomol. 65:609–611.

    Google Scholar 

  • Hummel, H.E., Gaston, L.K., Shorey, H.H., Kaae, R.S., Byrne, K.J., andSilverstein, R.M. 1973. Clarification of the chemical status of the pink bollworm sex pheromone.Science 181:873–875.

    Google Scholar 

  • Jacobson, M., Redfern, R.E., Jones, W.A., andAldridge, M.H. 1970. Sex pheromones of the southern armyworm moth: Isolation, identification, and synthesis.Science 170:542–544.

    PubMed  Google Scholar 

  • Killinen, R.G.,andOst, R.W. 1971. Pheromone-maze trap for cabbage looper moths.J. Econ. Entomol. 64:310–311.

    Google Scholar 

  • Kováts, E.S. 1965. Gas chromatographirc characterization of organic substances in the retention index system, p. 229,in J.C. Giddings and R.A. Keller (eds.). Advances in Chromatography. Marcel Dekker, New York.

    Google Scholar 

  • Kuhr, R.J., Comeau, A., andRoelofs, W.L. 1972. Measuring release rates of pheromone analogues and synergists from polyethylene caps.Environ. Entomol. 1:625–627.

    Google Scholar 

  • Kydonieus, A.F. 1977. The effect of some variables on the controlled release of chemicals from polymeric membranes. ACS Symposium Series No. 53, Controlled Release Pesticides, H.B. Sher (ed.).

  • Maitlen, J.C., McDonough, L.M., Moffitt, H.R., andGeorge, D.A. 1976. Codling moth sex pheromone: Baits for mass trapping and population survey.Environ. Entomol. 5:199–202.

    Google Scholar 

  • McDonough, L.M. 1978. Insect sex pheromones: Importance and determination of half-life in evaluating formulations. USDA, SEA, ARR-W-1/May, 20 pp.

  • McReynolds, W.O. 1966. Gas Chromatographic Retention Data. Preston Technical Abstracts Co., Evanston, IL.

    Google Scholar 

  • Mitchell, E.R.,Tumlinson, J.H., andBaumhover, A.H. 1979.Heliothis virescens: Attraction of males to blends of (Z)-9-tetradecen-1-ol formate and (Z)-9-tetradecenal. In press.

  • 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 red bollworm moth,Diparopsis castanea.J. Insect Physiol. 21:1091–1096.

    Google Scholar 

  • Roelofs, W.L., andArn, H. 1968. Sex attractant of the redbanded leafroller moth.Nature 219:513.

    PubMed  Google Scholar 

  • Roelofs, W.L., andCardé, R.T. 1977. Response of Lepidoptera to synthetic sex pheromone chemicals and their analogues.Annu. Rev. Entomol. 22:377–405.

    Google Scholar 

  • Roelofs, W.L., andComeau, A. 1971. Sex attractants in Lepidoptera, pp. 91–114,in A.S. Tahori (ed.). Pesticide Chemistry. Proc. 2nd Internl. IUPAC Congress, Vol. 3. Chemical Releasers in Insects, Gordon and Breach, New York.

  • Roelofs, W.L., Comeau, A., andSelle, R. 1969. Sex pheromone of the oriental fruit moth.Nature 224:723.

    Google Scholar 

  • Roelofs, W.L., Tette, J., Taschenberg, E.F., andComeau, A. 1971. Sex pheromone of the grape berry moth: Identification by classical and electroantennogram methods and field tests.J. Insect Physiol. 17:2234–2244.

    Google Scholar 

  • Roelofs, W.L., Hill, A., andCardé, R. 1975. Sex pheromone components of the redbanded leafroller,Argyrotaenia velutinana (Lepidoptera: Tortricidae).J. Chem. Ecol. 1:83–89.

    Google Scholar 

  • 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.

    PubMed  Google Scholar 

  • Tamaki, Y., Noguchi, H., andYushima, T. 1973. Sex pheromone ofSpodoptera litura (F.) (Lepidoptera: Noctuidae): Isolation, identification, and synthesis.Appl. Entomol. Zool. 8:200–203.

    Google Scholar 

  • Tumlinson, J.A., Younce, C.E., Doolittle, R.E., Heath, R.R., Gentry, C.R., andMitchell, E.R. 1974. Sex pheromones and reproductive isolation of the lesser peachtree borer and the peachtree borer.Science 185:614–616.

    PubMed  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Mention of proprietary products does not constitute an endorsement by the USDA.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Butler, L.I., McDonough, L.M. Insect sex pheromones. J Chem Ecol 5, 825–837 (1979). https://doi.org/10.1007/BF00986567

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00986567

Key words

Navigation