Attraction of Pea Moth Cydia-Nigricana F (Lepidoptera, Tortricidae) to Female Sex-Pheromone (E,E)-8,10-Dodecadien-1-Yl Acetate, Is Inhibited by Geometric Isomers E,Z, Z,E, and Z,Z

• Field attraction of Cydia nigricana males to synthetic female sex pheromone (E,E)-8,10-dodecadien-1-yl acetate, formulated on red rubber septa, declined continuously during two weeks. This was due to isomerization of (E,E)-8, 10-dodecadien-1-yl acetate: eight days after application of purified E,E isomer, the proportion of E,Z; Z,E; and Z,Z isomers in rubber septa aged in the laboratory was 4 %; a 5 % addition of any one of these isomers to fresh lures of (E,E)-8, 10-dodecadien-1-yl acetate significantly reduced male attraction. Stereospecific syntheses of (E,Z)-, (Z,E)-, and (Z,Z)-g, 10-dodecadien-1-yl acetate are described. The pheromone gland of Cydia nigricana contains 0.8 ng/female of (E,E)-8,10-dodecadien-1-yl acetate, accompanied by three monounsaturated acetates, (E)-9-dodecen-1-yl acetate, (Z)-5-tetradecen-1-yl acetate, and (Z)-7-tetradecen-1-yl acetate (0.1 ng/female each). These compounds did not augment male trap catch when added to (E,E)-8,10-dodecadien-1-yl acetate.

Keyword

sex pheromone

conjugated diene isomerization

attraction inhibitor

stereospecific synthesis

(e

e)-8

10-dodecadien-1-yl acetate

cydia-nigricana

tortricidae

lepidoptera

codling moth

mass-spectra

double-bond

pomonella

efficacy

traps

stability

lures

Ecological chemistry

Ekologisk kemi

Publication and Content Type

ref (subject category)

art (subject category)