(9E,11Z,13Z)-hexadecatrienol | 176784-63-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (9E,11Z,13Z)-hexadecatrienol
• CAS: 176784-63-7
• 化学式: C₁₆H₂₈O
• 分子量: 236.398
• InChiKey: YOJCUEZUWYZNCA-YUHUOFHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.79
• 重原子数：
  17.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (9E,11Z,13Z)-hexadecatrienol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 生成
  参考文献：
  名称：

  Sex attractant pheromone of the pecan nut casebearer (Lepidoptera: Pyralidae)

  摘要：

  A female-produced sex pheromone for the pecan nut casebearer, Acrobasis nuxvorella Neunzig, has been identified from pheromone gland extracts of calling female moths. The compound (9E,11Z)-hexadecadienal [(9E,11Z)-16:Ald] was identified by coupled GC-EAD and retention time matches with a synthetic standard on four capillary GC columns of different polarities. Corroboration of the identification of (9E, 11Z)-16:Ald by other analytical chemistry methods was not possible due to the minute quantities of pheromone extracted (<1 picogram/female). In field studies, gray rubber septa impregnated with 100 mu g of synthetic (9E,11Z)-16:Ald were attractive to male moths, whereas higher and lower doses were less attractive. The homologous (9E,11Z)-15:Ald was also slightly attractive, while the more highly conjugated analogues, (9E,11Z,13Z)- and (9E, 11Z,13E)-16:Ald, were not. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00010-7
• 作为产物：
  描述：

  11-(tetrahydro-2-pyranyloxy)undec-2-yn-1-ol 在 lithium aluminium tetrahydride 、 草酰氯 、 对甲苯磺酸 、 二甲基亚砜 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 18.0h， 生成 (9E,11Z,13Z)-hexadecatrienol
  参考文献：
  名称：

  Sex attractant pheromone of the pecan nut casebearer (Lepidoptera: Pyralidae)

  摘要：

  A female-produced sex pheromone for the pecan nut casebearer, Acrobasis nuxvorella Neunzig, has been identified from pheromone gland extracts of calling female moths. The compound (9E,11Z)-hexadecadienal [(9E,11Z)-16:Ald] was identified by coupled GC-EAD and retention time matches with a synthetic standard on four capillary GC columns of different polarities. Corroboration of the identification of (9E, 11Z)-16:Ald by other analytical chemistry methods was not possible due to the minute quantities of pheromone extracted (<1 picogram/female). In field studies, gray rubber septa impregnated with 100 mu g of synthetic (9E,11Z)-16:Ald were attractive to male moths, whereas higher and lower doses were less attractive. The homologous (9E,11Z)-15:Ald was also slightly attractive, while the more highly conjugated analogues, (9E,11Z,13Z)- and (9E, 11Z,13E)-16:Ald, were not. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0968-0896(96)00010-7

文献信息

• Sex attractant pheromone of the pecan nut casebearer (Lepidoptera: Pyralidae)
  作者：Jocelyn G. Millar、Allen E. Knudson、J.Steven McElfresh、Regine Gries、Gerhard Gries、James H. Davis

  DOI：10.1016/0968-0896(96)00010-7

  日期：1996.3

  A female-produced sex pheromone for the pecan nut casebearer, Acrobasis nuxvorella Neunzig, has been identified from pheromone gland extracts of calling female moths. The compound (9E,11Z)-hexadecadienal [(9E,11Z)-16:Ald] was identified by coupled GC-EAD and retention time matches with a synthetic standard on four capillary GC columns of different polarities. Corroboration of the identification of (9E, 11Z)-16:Ald by other analytical chemistry methods was not possible due to the minute quantities of pheromone extracted (<1 picogram/female). In field studies, gray rubber septa impregnated with 100 mu g of synthetic (9E,11Z)-16:Ald were attractive to male moths, whereas higher and lower doses were less attractive. The homologous (9E,11Z)-15:Ald was also slightly attractive, while the more highly conjugated analogues, (9E,11Z,13Z)- and (9E, 11Z,13E)-16:Ald, were not. Copyright (C) 1996 Elsevier Science Ltd