Chemistry of Natural Compounds

, Volume 22, Issue 5, pp 595–597 | Cite as

Insect pheromones and their analogs. XV. The synthesis of 9-oxodec-2E-enoic acid — A pheromone of the honeybeeApis melliferana

  • V. N. Odinokov
  • G. Yu. Ishmuratov
  • I. M. Ladenkova
  • G. A. Tolstikov


A new effective route to the synthesis of 7-oxooctanal has been found which is based on the ozonolysis of the tetrahydropyran-2-yl ether of 7-methyloct-7-en-l-ol — the product of the coupling of the readily available methallyl chloride and the Grignard reagent from the corresponding ether of 5-bromopentan-l-ol. From the 7-oxooctanal has been obtained 9-oxodec-2E-enoic acid — a pheromone of the honeybeeApis melliferana.


Diethyl Ether Malonic Acid Grignard Reagent MgBr Hydroxy Ketone 


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Copyright information

© Plenum Publishing Corporation 1987

Authors and Affiliations

  • V. N. Odinokov
  • G. Yu. Ishmuratov
  • I. M. Ladenkova
  • G. A. Tolstikov

There are no affiliations available

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