欧洲葡萄花翅小卷蛾性信息素

欧洲葡萄花翅小卷蛾的性信息素主要成分为7E,9Z-十二碳二烯乙酸酯。从1,5-二溴戊烷出发，制成格氏试剂后与甲醛发生格氏加成反应得到1,7-庚二醇，单酯化得到7-羟基庚醇乙酸酯，氧化得到7-氧代庚醇乙酸酯，与(2,2-二甲氧基乙基)三苯基溴化膦进行Wittig反应并水解得到9-氧代-7E-壬烯乙酸酯，再与正丙基三苯基溴化膦进行Wittig反应合成了7E,9Z-十二碳二烯乙酸酯，总产率13%，其结构经¹H NMR和¹³C NMR确证。

Simple Synthesis of 7E,9Z-dodecadien-1-yl Acetate,The Sex Pheromone of European Grapevine Moth

European grapevine moth is one of the most serious pests, whose sex pheromone is 7E,9Z-dodecadien-1-yl acetate. A simple synthesis of this sex pheromone was reported using 1,5-dibromopentane as material. Firstly, the Grignard reagent prepared from 5-dibromopentane was reacted with formaldehyde to afford heptane-1,7-diol. Monoesterification of the diol following oxidation gave 7-oxoheptyl acetate. The aldehyde reacted with the ylide prepared from(2,2-dimethoxyethyl)triphenylphosphonium bromide, followed by hydrolysis to provide 9-oxo-7E-nonen-1-yl acetate. The Wittig reaction of the aldehyde with propyltriphenylphosphonium bromide provided the target product, with total yield of 13%. The target product was confirmed by 1H NMR and 13C NMR.