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ARS Home » Midwest Area » Peoria, Illinois » National Center for Agricultural Utilization Research » Crop Bioprotection Research » Research » Publications at this Location » Publication #80431
Title: IMPROVED PREPARATION OF CARPOPHILUS FREEMANI AGGREGATION PHEROMONE

Author
item Petroski, Richard

Submitted to: American Chemical Society Abstracts
Publication Type: Abstract Only
Publication Acceptance Date: 9/11/1997
Publication Date: N/A
Citation: N/A

Interpretive Summary:

Technical Abstract: The synthetic route to (2E,4E,6E)-5-ethyl-3-methyl-2,4,6 nonatriene, the aggregation pheromone of the Freeman sap beetle, Carpophilus freemani Dobson (Coleoptera: Nitidulidae), has been improved in terms of 6E isomer selectivity by the use of tetra-n propylphosphonium bromide instead of n-propyltriphenylphosphonium bromide in the final Wittig reaction. Separation of the 6E isomer from undesired 6Z-isomer can be accomplished on a preparative scale by HPLC using a silica column with hexane as the elution solvent. This chromatographic method was also used to purify the aggregation pheromone of the dusky sap beetle, Carpophilus lugubris Murray.