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Hexanoic acid, 1-octanol, 1,8-octanediol, octyl hexanoate, 1,8-octanediol monohexanoate, and 1,8-octanediol dihexanoate were identified in headspace volatiles collected from the crushed abdomen of a female click beetle of the species Parallelostethus attenuatus (Say) (Elaterinae, tribe Elaterini). In field trials carried out in Illinois, South Carolina, North Carolina, and Virginia, adult male beetles were strongly attracted to 1,8-octanediol dihexanoate alone. Blends of the dihexanoate with one or more of the other compounds proved to be less attractive than the dihexanoate alone, suggesting that the pheromone of this species may consist of a single compound. The symmetrical diester structure of the pheromone is a novel natural product and appears to be structurally unique among insect pheromones. USDA-ARS State Potato Partnership Funds [2092-22000-022-00D, 6080-22000-030-00D] Published version LMH, JGM, ASH, TPK, and LW III appreciate funding support from the USDA-ARS State Potato Partnership Funds projects 2092-22000-022-00D and 6080-22000-030-00D. Public domain – authored by a U.S. government employee

Genetically engineered crops expressing Bacillus thuringiensis (Bt) Cry toxins have transformed insect management in maize and cotton, reducing insecticide use and associated off-target effects. To mitigate the risk that pests evolve resistance to Bt crops, the US Environmental Protection Agency requires resistance management measures. The approved resistance management plan for Bt maize in cotton production regions requires a structured refuge of non-Bt maize equal to 20% of the maize planted; that for Bt cotton relies on the presence of an unstructured natural refuge comprising both non-Bt crop and non-crop hosts. We examined how abundance of Bt crops (cotton and maize) and an important non-Bt crop (soybean) component of the natural refuge affect resistance to Bt Cry1Ac toxin in local populations of Helicoverpa zea, an important lepidopteran pest impacted by Bt cotton and maize. We show refuge effectiveness is responsive to local abundances of maize and cotton and non-Bt soybean, and maize, in its role as a source of H. zea infesting cotton and non-Bt hosts, influences refuge effectiveness. These findings have important implications for commercial and regulatory decisions regarding deployment of Bt toxins targeting H. zea in maize, cotton, and other crops and for assumptions regarding efficacy of natural refuges.