(Z)-6-heneicosen-9-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-6-heneicosen-9-one
• 英文别名: thyellinone；6Z-Heneicosen-9-one；(Z)-henicos-6-en-9-one
• 化学式: C₂₁H₄₀O
• 分子量: 308.548
• InChiKey: GWCLAVYIUMAKQA-ICFOKQHNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  22
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-十四烯 在 正丁基锂 、 氢气 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 二氯甲烷 为溶剂， 反应 5.5h， 生成 (Z)-6-heneicosen-9-one
  参考文献：
  名称：

  摘要：

  In 1996, the exotic white-spotted tussock moth (WSTM), Orgyia thyellina (Lepidoptera: Lymantriidae), was discovered in Auckland, New Zealand. Because establishment of WSTM would threaten New Zealand's orchard industry and international trade, eradication of WSTM with microbial insecticide was initiated To monitor and complement eradication of WSTM by capture of male moths in pheromone-baited traps, pheromone components of female WSTM needed to be identified. Coupled gas chromatographic-electroantennographic detection analysis of pheromone gland extract revealed several compounds that elicited responses from male moth antennae. Mass spectra of the two most EAD-active compounds suggested, and comparative GC-MS of authentic standards confirmed, that they were (Z)-6-heneicosen-11-one (Z6-11-one) and (Z)-6-heneicosen-9-one, the latter termed here "thyellinone." In field experiments in Japan, Z6-11-one plus thyellinone at a 100:5 ratio attracted WSTM males, whereas either ketone alone failed to attract a single male moth. Addition of further candidate pheromone components did not enhance attractiveness of the binary blend. Through the 1997-1998 summer, 45,000 commercial trap lures baited with 2000 mu g of Z6-11-one and 100 mu g of thyellinone were deployed in Auckland towards eradication of the residual WSTM population.

  DOI：

  10.1023/a:1020833909739

文献信息

• [EN] INSECTICIDAL AND ACARICIDAL COMPOSITIONS WITH UV BLOCKERS AND PHEROMONES<br/>[FR] COMPOSITIONS INSECTICIDES ET ACARICIDES A FILTRES ANTI-UV ET A PHEROMONES
  申请人：SIRENE CALL PTY LTD

  公开号：WO2005016385A1

  公开（公告）日：2005-02-24

  The invention is a composition consisting of at least one pesticidally active compound, at least one pheromone, at least one liquid UV absorber that is only sparingly miscible in water and least one optical brightener that is also only sparingly miscible with water, castor oil and at least two viscosity regulators. The composition remains viscous and sticky after application. The composition is very suitable for controlling undesirable Ecto-Parasites from the order Acarina on livestock, notably cattle and domestic animals as well as members of the order Artiodactyle (deer) without harming the treated animal or adversely impacting on the environment or the ecology, or creating pesticide residues.
• ——
  作者：Gerhard Gries、John Clearwater、Regine Gries、Grigori Khaskin、Skip King、Paul Schaefer

  DOI：10.1023/a:1020833909739

  日期：——

  In 1996, the exotic white-spotted tussock moth (WSTM), Orgyia thyellina (Lepidoptera: Lymantriidae), was discovered in Auckland, New Zealand. Because establishment of WSTM would threaten New Zealand's orchard industry and international trade, eradication of WSTM with microbial insecticide was initiated To monitor and complement eradication of WSTM by capture of male moths in pheromone-baited traps, pheromone components of female WSTM needed to be identified. Coupled gas chromatographic-electroantennographic detection analysis of pheromone gland extract revealed several compounds that elicited responses from male moth antennae. Mass spectra of the two most EAD-active compounds suggested, and comparative GC-MS of authentic standards confirmed, that they were (Z)-6-heneicosen-11-one (Z6-11-one) and (Z)-6-heneicosen-9-one, the latter termed here "thyellinone." In field experiments in Japan, Z6-11-one plus thyellinone at a 100:5 ratio attracted WSTM males, whereas either ketone alone failed to attract a single male moth. Addition of further candidate pheromone components did not enhance attractiveness of the binary blend. Through the 1997-1998 summer, 45,000 commercial trap lures baited with 2000 mu g of Z6-11-one and 100 mu g of thyellinone were deployed in Auckland towards eradication of the residual WSTM population.