In the 1970s, the bicyclic ketal
endo-brevicomin was identified as a male-produced pheromone for the southern pine beetle,
Dendroctonus frontalis. In coupled gas chromatograph-electroantennographic detection studies, we found that the (+)-enantiomer elicited antennal responses in
D. frontalis at concentrations five orders of magnitude lower than the (-)-enantiomer and two orders of magnitude lower than this species’ aggregation pheromone, frontalin. Chiral GC-MS analyses of aerations/extracts of individual beetles indicated that
D. frontalis produce only the (+)-enantiomer of
endo-brevicomin. Data from field trials conducted with >99% pure
endo-brevicomin enantiomers are presented. We reassess the original classification of
endo-brevicomin as a multi-function pheromone for
D. frontalis.