(6E)-henicos-6-en-11-one | 54844-66-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (6E)-henicos-6-en-11-one
• 英文别名: (E)-henicos-6-en-11-one；heneicos-6(Z)-en-11-one；heneicos-6t-en-11-one；6E-Heneicosen-11-one
• CAS: 54844-66-5
• 化学式: C₂₁H₄₀O
• 分子量: 308.548
• InChiKey: YLNMHCDVFVPONQ-ACCUITESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 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：

  (E)-1-iodo-4-decene 以 水 、 丙酮 为溶剂， 反应 24.0h， 生成 (6E)-henicos-6-en-11-one
  参考文献：
  名称：

  从四氢糠醛乙酸酯到功能化烯烃的立体定向路线，信息素的合成

  摘要：

  通过赤或苏式仲四氢糠基乙酸酯与Me 3 SiCl / NaI的开环消除串联反应制备纯Z或Eγ-碘代烯烃。报道了在家蝇和拟tsu的信息素的合成中的应用。

  DOI：

  10.1016/0040-4039(91)80688-3

文献信息

• Sex Pheromone and Related Compounds in the Ishigaki and Okinawa Strains of the Tussock Moth<i>Orgyia postica</i>(Walker) (Lepidoptera: Lymantriidae)
  作者：Sadao WAKAMURA、Norio ARAKAKI、Masanobu YAMAMOTO、Syuntaro HIRADATE、Hiroe YASUI、Kunio KINJO、Tetsuya YASUDA、Hiroyuki YAMAZAWA、Tetsu ANDO

  DOI：10.1271/bbb.69.957

  日期：2005.1

  Two distinct electroantennographycally active (EAG-active) components, A and B, and a weakly active component C were found in a solvent extract from virgin females of the Ishigaki strain of the tussock moth, Orgyia postica (Walker). Components A, B, and C were found in the extract of the females at 4.0, 0.5, and 4.0 ng/female respectively. Components A, B, and C were identified as (6Z,9Z,11S,12S)-11,12-epoxyhenicosa-6,9-diene [(11S,12S)-1: posticlure], (6Z)-henicos-6-en-11-one (2), and (6Z,9Z)-henicosa-6,9-diene (3), respectively. Component B was absent in the extract from the Okinawa strain, in which components A and C were present at 2.0 and 1.5 ng/female respectively. (11S,12S)-1 and the racemic mixture showed attractiveness for both the Okinawa and Ishigaki strains, whereas (11R,12R)-1 did not. The addition of 2 significantly reduced the trap catches with (11S,12S)-1 on the Okinawa strain which lacked 2, while there was no significant inhibitory effect on the Ishigaki strain. The addition of 3 to (11S,12S)-1 did not significantly affect trap catches at Ishigaki or Okinawa. This confirmed that the attractant pheromone of O. postica of the Ishigaki strain is also (11S,12S)-1.

  在石垣株草履蛾（Orgyia postica (Walker)）雌性处女的溶剂提取物中发现了两种不同的电图活性（EAG-active）成分 A 和 B，以及一种弱活性成分 C。雌虫提取物中 A、B 和 C 的含量分别为 4.0、0.5 和 4.0 纳克/雌虫。经鉴定，成分 A、B 和 C 分别为 (6Z,9Z,11S,12S)-11,12-环氧henicosa-6,9-diene[(11S,12S)-1: posticlure]、(6Z)-henicos-6-en-11-one (2) 和 (6Z,9Z)-henicosa-6,9-diene (3)。冲绳菌株的提取物中没有成分 B，其中成分 A 和 C 的含量分别为 2.0 纳克/雌株和 1.5 纳克/雌株。(11S,12S)-1和外消旋混合物对冲绳和石垣菌株都有吸引力，而(11R,12R)-1则没有。冲绳菌株缺乏 2，而石垣菌株则没有明显的抑制作用，添加 2 后，(11S,12S)-1 对冲绳菌株的诱捕率明显下降。在（11S,12S）-1 中添加 3 对石垣和冲绳的诱捕效果没有明显影响。这证实了石垣品系 O. postica 的引诱信息素也是 (11S,12S)-1。
• New stereocontrolled approach to some insect pheromones via silicon-directed beckmann fragmentation
  作者：Hisao Nishiyama、Koji Sakuta、Kenji Itoh

  DOI：10.1016/s0040-4039(00)99845-9

  日期：1984.1

  The major components of sex pheromones of potato tuberworm moth and Douglas fir tussock moth have been synthesized via the regio- and stereo-controlled Beckmann fragmentation assisted by trimethylsilyl group.

  马铃薯块茎蛾和花旗松蛾性信息素的主要成分是通过三甲基甲硅烷基辅助的区域和立体控制的贝克曼片段合成的。
• USE OF DISPENSING DEVICES IN AGRICULTURAL APPLICATIONS
  申请人：BASF SE

  公开号：EP3973773A1

  公开（公告）日：2022-03-30

  Use of a device D in agricultural applications, forestry or home and garden applications, wherein said device D is used for dispensing in the air, as a vapor, an active ingredient that is liquid at ambient temperature, wherein device D contains: - an aeration system that contains a pipe (2, 4, 510) opening into the open air and is configured to allow an airflow to pass through the pipe; - at least one distributor member (8, 208) that is in fluid connection with a storage container and is intended to be supplied with a liquid active ingredient from said storage container, said distributor member containing a porous body (8, 208) that contains micro-channels forming an outlet arranged in said pipe in order to constitute an evaporation zone for the active ingredient therein, wherein the pores present in said porous body are at least a part of the micro-pipes of the distributor member; - a heating member (11, 211, 132) arranged on or in the distributor member so as to control a flow of the active ingredient through the distributor member.

  装置 D 在农业、林业或家庭和花园应用中的用途，其中所述装置 D 用于将在环境温度下为液态的活性成分以蒸汽形式喷洒在空气中、 其中设备 D 包含 - 通气系统，该系统包含一个通向露天的管道（2、4、510），其构造允许气流通过管道； - 至少一个分配器部件 (8，208)，该部件与储存容器流体连接，用于从所述储存容器供应液体活性成分，所述分配器部件包含一个多孔体 (8，208)，该多孔体包含微通道，形成一个出口，布置在所述管道中，以构成其中活性成分的蒸发区，其中所述多孔体中存在的孔隙至少是分配器部件微管道的一部分； - 加热部件（11、211、132），布置在分配器部件上或分配器部件内，以控制活性成分通过分配器部件的流量。
• Preparation of (Z)-alkenes, ketones, and alkynes via trialkyltin chloride induced intramolecular transfer reaction of lithium 1-alkynyltrialkylborates. Stereoselective synthesis of the sex pheromones of the Douglas fir tussock moth, the gypsy moth, and the wild silkmoth Antheraea polyphemus
  作者：Kung K. Wang、Kai Hsuan Chu

  DOI：10.1021/jo00200a032

  日期：1984.12
• Eutectic potassium-sodium-aluminum chloride as a mild catalyst for ene reactions: simple synthesis of the sex pheromone from Douglas fir tussock moth
  作者：Bjorn Akermark、Anders Ljungqvist

  DOI：10.1021/jo00416a036

  日期：1978.10