Epoxyheptadecadienes Identified as Sex Pheromone Components of Tephrina arenacearia Hbn. (Lepidoptera: Geometridae)

(Z ,Z)-3,9-cw -6,7-Epoxyheptadecadiene, and (Z,Z)-6,9-cw-3,4-epoxyheptadecadiene were identified by gas chrom atography/flam e ionization detec tion -e lec troan tennograph ic detec­ tion (G C /F ID -E A D ) and coupled gas ch ro m ato g rap h y -m ass spectrom etry (G C-M S) from abdom inal tip extracts o f Tephrina arenacearia (Lepidoptera: G eom etridae), an alfalfa pest. In gas chrom atography/flam e io n iza tion -sing le sensillum detection (G C /F ID -SC ) analyses, spe­ cific olfactory receptor cells were found for (Z,Z)-6,9-c/s-3,4-epoxyheptadecadiene, and tricosane. Synthetic sam ples o f racem ic (Z ,Z)-6,9-m -3,4-epoxyheptadecadiene a ttracted large num bers o f male T. arenacearia into traps. Best catches were observed at 100-1000 îg dosages. The addition o f (Z ,Z ,Z)-3 ,6 ,9-heptadecatriene did not influence catches. (Z ,Z ,Z )-3 ,6 ,9-H eptadecatriene and (Z,Z)-6,9-cw-3,4-epoxyheptadecadiene were also identi­ fied in the pherom one gland extract o f Chiasma clathrata, another geom etrid pest o f alfalfa.