Journal of Chemical Ecology

, Volume 5, Issue 3, pp 415–422 | Cite as

Synthesis of the male stable fly polyene (Z,Z)-1,7,13-pentacosatriene and its geometrical isomers

  • P. E. Sonnet


The four geometrical isomers of 1,7,13-pentacosatriene were synthesized from 1,7-octadiyne. Two of the required isomers were synthesized using known methodology. Hydrogenation of acetylenic linkages were employed to produce predominantly cis alkenes, and alkali metal/amine reduction was used to produce a trans alkene. It was thus possible to produce the (Z,Z) and the (Z,E) isomers. Methods for olefin inversion were then employed to obtain the other two isomers.

Key words

Stable fly Stomoxys calcitrans (L.) pheromone sex pheromone polyene mating stimulant (Z,Z)-1,7,13-pentacosatriene 


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Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • P. E. Sonnet
    • 1
    • 2
  1. 1.Honey Bee Pesticides/Diseases ResearchLaramie
  2. 2.Federal Research, Science and Education AdministrationUSDAUSA

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