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化学学报
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化学学报 ›› 1983, Vol. 41 ›› Issue (6): 562-565. 上一篇    下一篇

研究论文

用硝酸-亚硝酸钠双键异构化反应制备昆虫性信息素或其合成中间体

周维善;朱育新;郭广忠   

  1. 中国科学院上海有机化学研究所
  • 发布日期:1983-06-15

The use of HNO3-NaNO2 olefine isomerization for the preparation of insect sex pheromones or their synthetic intermediates

ZHOU WEISHAN;ZHU YUXIN;GUO GUANGZHONG   

  • Published:1983-06-15

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597

关键词: 硝酸, 羧酸酯, 一元醇, 烯烃 P, 十四碳化合物, 辛烯 P, 性信息素, 异构化反应, 亚硝酸钠, 乙酸 P

The mixture of 1:1 ratio of Z-and E-3-octene-1-ol (1a) and (6a) which is the key intermediate for synthesis of the sex pheromone of the pink bollworm (Pectinophora gossypiella), namely Z, Z-and Z, E-7, 11-hexadecadiene-1-ol acetates, (4) and (5), respectively, has been prepared from the readily available Z-3-octene-1-ol (1a) by olefin isomerization with HNO3-NaNO2 at 50C. Similary, mixtures of 7:3 and 1:1 ratio of Z-and E-11-tetradecene-1-ol acetates, (3) and (8), which are the sex pheromones of Asiatic leaforller, Archippus breviplicanus and Ostrinia obrumbratalis, respectively, have been prepared from Z-11-tetradecene-ol-acetate (3).

Key words: NITRIC ACID, CARBOXYLIC ACID ESTER, MONOHYDRIC ALCOHOL, ALKENE P, C14 COMPOUNDS, OCTENE P, SEX PHEROMONE, ISOMERIZATION REACTION, SODIUM NITRITE, ACETIC ACID P

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