(9E,11Z)-9,11-Pentadecadien-1-ol | 63025-03-6

• 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)-9,11-Pentadecadien-1-ol
• 英文别名: (9E,11Z)-pentadecadienol；pentadeca-9t,11c-dien-1-ol；(E)-9,(Z)-11-Pentadecadien-1-ol；(9e,11z)-9,11-Pentadecadien-1-ol；(9E,11Z)-pentadeca-9,11-dien-1-ol
• CAS: 63025-03-6
• 化学式: C₁₅H₂₈O
• 分子量: 224.387
• InChiKey: PTKWWCPRJPXQEH-SCFJQAPRSA-N

物化性质

• 沸点：
  333.3±11.0 °C(Predicted)
• 密度：
  0.860±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  16
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (9E,11Z)-9,11-Pentadecadien-1-ol 在 重铬酸吡啶 作用下， 以 二氯甲烷 为溶剂， 以72%的产率得到(9E,11Z)-pentadeca-9,11-dienal
  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 、 正丁基锂 、 草酰氯 、 对甲苯磺酸 、 二甲基亚砜 、 三乙胺 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 16.0h， 生成 (9E,11Z)-9,11-Pentadecadien-1-ol
  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

• Pheromone XI eine aufbaumethode for konjugierte (E),(Z)-diene. synthese des bombykols, seiner derivate und homologen.
  作者：H.J. Bestmann、O. Vostrowsky、H. Paulus、W. Billmann、W. Stransky

  DOI：10.1016/s0040-4039(01)92566-3

  日期：1977.1
• US9981898B1
  申请人：——

  公开号：US9981898B1

  公开（公告）日：2018-05-29
• 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