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Synthesis of a Multifunctional Pheromone of the Honeybee Apis mellifera Via Condensation of 7-Oxooctanal with Malonic Acid |
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| Authors: | G. Yu. Ishmuratov M. P. Yakovleva L. P. Botsman N. M. Ishmuratova R. R. Muslukhov G. V. Khambalova G. A. Tolstikov |
| Affiliation: | (1) Russian Academy of Sciences, 450054, Institute of Organic Chemistry, Ufa Scientific Center, Ufa, pr. Oktyabrya 71 |
| Abstract: | Condensation of 7-oxooctanal with malonic acid in a Doebner reaction produces 9-oxo-2E-decenoic acid (42% yield) and a comparable amount of products from Tishchenko disproportionation of the starting aldehyde (7-oxooctyl-7-oxooctanoate) and re-esterification by acetic acid (7-oxooct-1-ylacetate and 7-oxooctanoic acid). |
| Keywords: | pheromone 9-oxo-2E-decenoic acid 7-oxooctanal 7-oxooctyl-7-oxooctanoate 7-oxooct-1-ylacetate 7-oxooctanoic acid Doebner and Tishchenko reactions |
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