Abstract
Abstract. (Z)-3-dodecen-1-yl (E)-2-butenoate (1) identified as the sex pheromone of sweet potato weevil, Cylas formicarius Fabricius, had been synthesized successfully from 3-butyn-1-ol and 1‑bromooctane as the starting materials. The overall yield via four steps was 60% calculated on 3-butyn-1-ol. The primary step of the scheme was the stereoselective reduction reaction for alkyne cis-hydrogenation without using molecular hydrogen by Pd2(dba)3-catalyzed. And, this reaction was carried out efficiently with KOH/DMF as the hydrogen source. Next, the field trapping experiments were conducted from February to June 2021 at Tien Thuy ward - Chau Thanh district (Ben Tre province) to develop a simple, easy to construct, cost‐effective, and efficient sex pheromone‐baited trap. Main experiments have given positive results such as the relative to sweet-potato foliage, the trap designs, doses of pheromone lure from 0.1 mg to 0.8 mg, and the effect of lure traps with a dose of 0.4 mg. These values can use well to control the dosage of pheromone in field experiments.
Keywords: (Z)-3-dodecen-1-yl (E)-2-butenoate, Cylas formicarius Fabricius, Pd2(dba)3/KOH/DMF, 1-decyne, 1-bromooctane, 3-butyn-1-ol, (Z)-configuration, the average number of captured individuals, sweet potato weevil.
Publisher
Publishing House for Science and Technology, Vietnam Academy of Science and Technology (Publications)
Reference15 articles.
1. Chalfant R., Jansson R., Seal D., Schalk J. - Ecology and management of sweet potato individuals. Annu. Rev. Entomol. 35 (1) (1990) 157-180. https://doi.org/10.1146/annurev.en.35.010190.001105
2. Heath R. R., Coffelt J. A., Sonnet P. E., Proshold F.I., Dueben B., Tumlinson J. H. - Identification of sex pheromone produced by female sweet potato weevil, Cylas formicarius elegantulus (Summers). J. Chem. Ecol. 12 (6) (1986) 1489-1503. https://doi.org/10.1007/BF01012367.
3. Kolman A., Näslund M., Calleman C.J - Genotoxic effects of ethylene oxide and their relevance to human cancer. Carcin. 7 (8) (1986) 1245-1250. https://doi.org/10.1093/carcin/7.8.1245
4. Mithran S., Subbaraman A. - Synthesis of (3Z)-dodecenyl-(E)-2-butenoate, the pheromone of sweet potato weevil. Molecules 4 (6) (1999) 159-164. https://doi.org/10.3390/40600159
5. Son K. P., Khanh Q. C. N., Vang V. L - Synthesis and field attractiveness evaluation of the sex pheromones of sweet potato weevil, Cylas formicarius Fab., J. Sci. - Cantho Univ. 21 (b) (2012) 116-123.