3- Methyl-6-isopropenyl-3,9-decadien

The California red scale, Aonidiella aurantii is a worldwide pest of citrus trees and the sex pheromone produced by the females has been identified as a mixture of the norsesquiterpenoid esters, 3-methyl-6-isopropenyl-9-decen-l-yl acetate (XV) and (Z)-3-methyl-6-isopropenyl-3,9-decadien-l-yl acetate (XVI)... 

The sex attractant of the female Japanese beetle, Popillia japonica, which attracts males, is (Z)-5-(l-decenyl)dihydro-2(3//)-furanone (73). The pure synthetic R,Z-isomer (144, Scheme 27) was competitive with females, and male response was strongly inhibited by small amounts of the 5,Z-isomer. The enantiomeric composition of the natural product has not been determined. The female also produces minor amounts of both the -isomer and the saturated analog but the roles of these compounds has not been established. Females of the California red scale, Aonidiella aurantii, emit a pheromone that attracts males (331). Two compounds have recently been identified and synthesized 3-methyl-6-isopropenyl-9-decen-l-yl acetate (332 a) and (Z)-3-methyl-6-isopropenyl-3,9-decadien-1-yl acetate (333, Scheme 50) (75). The four enantiomers of the latter compound were synthesized and only the R,Z-isomer proved to be attractive to male red scale. 

Isopropenyl-3-methyl-3,9-decadien-1 -ol acetate, in 1-70089 Norambreinolide, N-80075 Senecrassidiol 5-Deoxy, 6-0x0, 8-Me ether, in... 

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