Field Test of the Propheromones of the Whitemarked Tussock Moth (WMTM) Orgyia leucostigma (J.E. Smith) (Lepidoptera: Erebidae).

The whitemarked tussock moth (WMTM), Orgyia leucostigma (J.E. Smith) (Lepidoptera: Erebidae), is an economic pest in Nova Scotia, Canada, where it undergoes periodic outbreaks defoliating several tree species of economic value, including balsam fir, Abies balsamea (L.) Miller (Pinaceae). Herein is described a releasing device for the WMTM sex pheromone (Z,Z)-6, 9-heneicosadien-11-one based on a rubber septum, which converts pheromone precursors, such as acetals, namely (Z,Z)-11,11-dimethoxy-6,9-heneicosadiene and (Z,Z)-6,9-heneicosadien-11-one ethylene ketal, to the pheromone itself by the action of acetic acid and releases it over time. The pheromone is unstable in nature and, consequently, lures made with this compound will only attract WMTM for a day or two. The two pheromone precursors, however, are more stable, and are converted slowly into the pheromone by acetic acid impregnated in the releasing device, or by acidic conditions in the environment. The two pheromone precursors were synthesized in 2019 using a modified, previously published approach. Field trapping studies conducted from 2019-22 showed that traps baited with rubber septa loaded with either (Z,Z)-11,11-dimethoxy-6,9-heneicosadiene by itself or (Z,Z)-6,9-heneicosadien-11-one ethylene ketal plus acetic acid consistently caught significantly more WMTM than traps baited with blank septa in most experiments.

Combining click-multicomponent reaction: one-pot synthesis of triazolyl methoxy-phenyl indazolo[2,1-b]phthalazine-trione derivatives.

[(1,2,3-Triazol-4-yl)methoxy-phenyl]-2H-indazolo[2,1-b]phthalazine-trione derivatives were synthesized in a simple and efficient method from the one-pot four-component condensation reaction of phthalhydrazide, aromatic propargyloxy aldehydes, active methylene compounds (dimedone and 1,3-cyclohexanedione), and azides in the presence of Cu(OAc)(2)/sodium ascorbate and p-toluenesulfonic acid as catalysts in good to excellent yields.

Effect of chirality, release rate, and host volatiles on response of Tetropium fuscum (F.), Tetropium cinnamopterum Kirby, and Tetropium castaneum (L.) to the aggregation pheromone, fuscumol.

The male-produced aggregation pheromones of Tetropium fuscum (F.) and T. cinnamopterum Kirby were identified as (2S,5E)-6,10-dimethyl-5,9-undecadienol by chemical analysis, synthesis, electronantennography, and field trapping; the compound is here renamed "fuscumol". The effect of fuscumol chirality, alone or with host volatiles, and fuscumol release rate on Tetropium spp. was tested in field-trapping experiments in Nova Scotia and Poland. Both (S)-fuscumol and racemic fuscumol synergized trap catches of male and female T. fuscum, T. cinnamopterum, and T. castaneum (L.) when combined with a blend of host monoterpenes and ethanol. Without added host volatiles, fuscumol was either unattractive (in Nova Scotia) or only slightly so (in Poland). (R)-Fuscumol, alone or in combination with host volatiles, did not elicit increases in trap capture of any Tetropium species, relative to the controls. Fuscumol synergized attraction of both sexes to host volatiles, thus indicating it acts as an aggregation pheromone. Sex ratio was often female-biased in traps baited with fuscumol plus host volatiles, and was either unbiased or male-biased in traps with host volatiles alone. In traps with host volatiles and racemic fuscumol, mean catches of Tetropium species were unaffected by fuscumol release rates ranging from 1 to 32 mg/d. The attraction of three different Tetropium species to the combination of (S)-fuscumol and host volatiles suggests that cross-attraction may occur where these species are sympatric, and that reproductive isolation possibly occurs via differences in close-range cues. These results have practical applications for survey and monitoring of T. fuscum, a European species established in Nova Scotia since at least 1980, and for early detection of T. castaneum, a European species not presently established in North America.