328408-67-9Relevant academic research and scientific papers
Synthesis and biological activity of methyl 2,6,10-trimethyldodecanoate and methyl 2,6,10-trimethyltridecanoate: Male-produced sexual pheromones of stink bugs Euschistus heros and Piezodorus guildinii
Zarbin, Paulo H. G.,Reckziegel, Aurelia,Plass, Ernst,Borges, Miguel,Francke, Wittko
, p. 2737 - 2746 (2000)
Methyl 2,6,10-trimethyltridecanoate (1) and methyl 2,6,10-trimethyldodecanoate (2) have been identified as male-produced sex pheromones of the Brazilian soybean stink bugs Euschistus heros (F.) and Piezodorus guildinii (Westwood). In order to establish a defined attractive blend for both species, compounds 1 and 2 were synthesized as mixtures of stereoisomers to be employed in behavior bioassays. (±)-Citronellol (3) was utilized as starting material, and the syntheses was carried out in six steps with good overall yield. When tested alone, synthetic compounds 1 and 2 proved to be active in a two-choice olfactometer; however, a 20: 1 mixture of 1 and 2 was much more attractive to E. heros females. A similar blend had been found among the headspace volatiles of males.
