9-(1-Ethoxyethoxy)nonanal | 1376306-58-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 9-(1-Ethoxyethoxy)nonanal
• 英文别名: 9-(1-ethoxyethoxy)nonanal
• CAS: 1376306-58-9
• 化学式: C₁₃H₂₆O₃
• 分子量: 230.348
• InChiKey: QSPJHBLFMMYKEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9-(1-Ethoxyethoxy)nonanal 在 sodium chlorite 、 3-甲基-1-环己烯 、 氨基磺酸 、 sodium methylate 、 sodium hexamethyldisilazane 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 生成 (E)-12-hydroxy-2-dodecenoic acid
  参考文献：
  名称：

  SEX PHEROMONE DERIVATIVES, AND METHODS AND USES THEREOF

  摘要：

  本公开涉及十二酸酯化十二醇和其制剂，以及其在灰树天牛侵染灰树检测调查和防治方法中的应用。

  公开号：

  US20160205931A1
• 作为产物：
  描述：

  1-(α-ethoxyethoxy)dec-9-ene 在 臭氧 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以60%的产率得到9-(1-Ethoxyethoxy)nonanal
  参考文献：
  名称：

  SEX PHEROMONE DERIVATIVES, AND METHODS AND USES THEREOF

  摘要：

  本公开涉及十二酸酯化十二醇和其制剂，以及其在灰树天牛侵染灰树检测调查和防治方法中的应用。

  公开号：

  US20160205931A1

文献信息

• COMPOSITION AND METHOD FOR ATTRACTION OF EMERALD ASH BORER AGRILUS PLANIPENNIS FAIRMAIRE (COLEOPTERA: BUPRESTIDAE)
  申请人：SILK Peter J.

  公开号：US20130028858A1

  公开（公告）日：2013-01-31

  The invention disclosed relates to a novel composition and use thereof, for the attraction and detection of emerald ash borer, Agrilus planipennis Fairmaire. The composition comprises (3Z)-dodecen-12-olide and ash foliar or cortical volatiles (green leaf volatiles) associated with a prism trap of a color in the green range of the visible light spectrum. A significant increase in the capture of male A. planipennis is achieved when traps were deployed in the upper tree canopy. This invention is the first demonstration of increased attraction with a combination of a pheromone and a green leaf volatile in a Buprestid species.

  本发明涉及一种新型组合物及其用途，用于吸引和检测翠绿金龟虫（Agrilus planipennis Fairmaire）。该组合物包括（3Z）-十二碳烯酮和与棱柱陷阱相关的灰树叶或皮层挥发物（绿叶挥发物），其颜色在可见光谱的绿色范围内。当陷阱部署在树冠上部时，能够显著增加对雄性A. planipennis的捕获。本发明是首次在Buprestid物种中展示了通过信息素和绿叶挥发物组合增加吸引力的情况。
• Concise Synthesis of (3<i>Z</i>)-Dodecen-12-olide, Pheromone Component of the Emerald Ash Borer
  作者：P. D. Mayo、P. J. Silk、D. I. MaGee、J. McConaghy

  DOI：10.1080/00397911.2014.881497

  日期：2014.7.3

  Emerald ash borer (EAB), Agrilus planipennis Fairmaire, is an invasive insect that has killed millions of ash trees in Canada and the USA. (3Z)-Dodecen-12-olide is a known female-produced pheromone of this insect, and a concise, three-step synthesis of a 2:1 blend of (3Z)-dodecen-12-olide and (3E)-dodecen-12-olide starting from commercially available (2-carboxyethyl)triphenylphosphonium bromide and 10-bromo-1-decene is described. The key steps in this synthesis are a lithium-salt-free Wittig reaction and an intramolecular S(N)2 esterification. Both of these macrocyclic lactones are behaviorally active toward EAB, and the 2:1 blend whose synthesis is described here has the potential to be a detection agent, mating disruptor, or mass trapping agent, which could be used in the control of EAB.
• Composition and Method for Attraction of Emerald Ash Borer Agrilus Planipennis Fairmaire (Coleoptera: Buprestidae)
  申请人：MAGEE David

  公开号：US20150132252A1

  公开（公告）日：2015-05-14

  The invention disclosed relates to a novel composition and use thereof, for the attraction and detection of emerald ash borer, Agrilus planipennis Fairmaire. The composition comprises (3Z)-dodecen-12-olide and ash foliar or cortical volatiles (green leaf volatiles) associated with a prism trap of a color in the green range of the visible light spectrum. A significant increase in the capture of male A. planipennis is achieved when traps were deployed in the upper tree canopy. This invention is the first demonstration of increased attraction with a combination of a pheromone and a green leaf volatile in a Buprestid species.
• US9226503B2
  申请人：——

  公开号：US9226503B2

  公开（公告）日：2016-01-05
• Synthesis of (3<i>E</i>)-Dodecen-12-olide, a Potential Pheromone Component of the Emerald Ash Borer
  作者：D. I. MaGee、P. D. Mayo、P. J. Silk、B. Beattie

  DOI：10.1080/00397911.2011.634083

  日期：2013.5.15

  Emerald ash borer (EAB), Agrilus planipennis Fairmaire, is an invasive insect that has killed millions of ash trees in the USA and Canada. A concise synthesis of a potential EAB pheromone component, (3E)-dodecen-12-olide, using highly stereoselective JuliaKocienski olefination as the key step, is reported. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.