(9Z)-9,13-tetradecadien-11-yn-1-ol | 1048005-50-0

• 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: (9Z)-9,13-tetradecadien-11-yn-1-ol
• 英文别名: (9Z)-tetradeca-9,13-dien-11-yn-1-ol
• CAS: 1048005-50-0
• 化学式: C₁₄H₂₂O
• 分子量: 206.328
• InChiKey: RHKXBFISNJFBTI-WAYWQWQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  (9Z)-9,13-tetradecadien-11-yn-1-ol 在 pyridinium chlorochromate 作用下， 以60%的产率得到(9Z)-9,13-tetradecadien-11-ynal
  参考文献：
  名称：

  (9Z)-9,13-Tetradecadien-11-ynal, the sex pheromone of the avocado seed moth, Stenoma catenifer

  摘要：

  The highly unsaturated aldehyde (9Z)-9,13-tetradecadien-11-ynal and the corresponding alcohol were identified as possible sex pheromone components of the avocado seed moth, Stenoma catenifer. The aldehyde as a single component attracted more male moths than caged virgin female moths, and addition of the analogous alcohol and/or acetate decreased attraction. A stereospecific synthesis of the pheromone is described. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.06.019
• 作为产物：
  描述：

  2-(tetradeca-9,13-dien-11-yn-1-yloxy)tetrahydro-2H-pyran 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 以90%的产率得到(9Z)-9,13-tetradecadien-11-yn-1-ol
  参考文献：
  名称：

  Improved synthesis of (9Z)-9,13-tetradecadien-11-ynal, the sex pheromone of the avocado seed moth, Stenoma catenifer

  摘要：

  The terminal dienyne of (9Z)-9,13-tetradecadien-11-ynal, the sex pheromone of the avocado seed moth, Stenoma catenifer, was constructed by coupling a vinyl iodide precursor with commercially available 1-buten-3-yne with Pd catalysis, resulting in a short and efficient synthesis of the pheromone. (C) 2010 Elsevier Ltd All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.010

文献信息

• DIALKOXYALKADIENYNE COMPOUND AND A PROCESS FOR PREPARING THE SAME AND A PROCESS FOR PREPARING A DIENYNAL COMPOUND
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：US20210061744A1

  公开（公告）日：2021-03-04

  A process for preparing a dienynal compound of the following general formula (2): CH 2 ═CHC≡CCH═CH(CH 2 ) n CHO (2), wherein n represents an integer of 0 to 11, the process comprising a step of hydrolyzing a dialkoxyalkadienyne compound of the following general formula (1): CH 2 ═CHC≡CCH═CH(CH 2 ) n CH(OR 1 )(OR 2 ) (1) wherein R 1 and R 2 represent, independently of each other, a monovalent hydrocarbon group having 1 to 15 carbon atoms, preferably 1 to 8, mere preferably 1 to 4, or R 1 and R 2 may be bonded to each other to form a divalent hydrocarbon group, R 1 -R 2 , having from 2 to 10 carbon atoms, and n represents an integer of 0 to 11, to obtain the dienynal compound (2).

  制备下列一般式（2）的二烯醛化合物的过程：CH2═CHC≡CCH═CH(CH2)nCHO（2），其中n代表0到11的整数，该过程包括水解以下一般式（1）的二烯炔烯化合物的步骤：CH2═CHC≡CCH═CH(CH2)nCH(OR1)(OR2)（1），其中R1和R2分别表示独立的具有1至15个碳原子的一价碳氢基团，优选1至8，更优选1至4，或者R1和R2可以结合在一起形成具有2至10个碳原子的二价碳氢基团R1-R2，n代表0到11的整数，以获得二烯醛化合物（2）。
• Dialkoxyalkadienyne compound and a process for preparing the same and a process for preparing a dienynal compound
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：US11148989B2

  公开（公告）日：2021-10-19

  A process for preparing a dienynal compound of the following general formula (2): CH2═CHC≡CCH═CH(CH2)nCHO  (2), wherein n represents an integer of 0 to 11, the process comprising a step of hydrolyzing a dialkoxyalkadienyne compound of the following general formula (1): CH2═CHC≡CCH═CH(CH2)nCH(OR1)(OR2)  (1) wherein R1 and R2 represent, independently of each other, a monovalent hydrocarbon group having 1 to 15 carbon atoms, preferably 1 to 8, more preferably 1 to 4, or R1 and R2 may be bonded to each other to form a divalent hydrocarbon group, R1-R2, having from 2 to 10 carbon atoms, and n represents an integer of 0 to 11, to obtain the dienynal compound (2).

  一种制备以下通式(2)的二炔化合物的工艺： CH2═CHC≡CCH═CH(CH2)nCHO (2)、 其中 n 代表 0 至 11 的整数，该工艺包括水解下式通式（1）的二烷氧基烷二烯化合物的步骤： CH2═CHC≡CCH═CH(CH2)nCH(OR1)(OR2) (1) 其中 R1 和 R2 各自代表一个具有 1 至 15 个碳原子的单价烃基，优选 1 至 8 个，更优选 1 至 4 个，或者 R1 和 R2 可以相互键合形成一个具有 2 至 10 个碳原子的二价烃基 R1-R2，n 代表 0 至 11 的整数，从而得到二炔化合物 (2)。
• (9Z)-9,13-Tetradecadien-11-ynal, the sex pheromone of the avocado seed moth, Stenoma catenifer
  作者：Jocelyn G. Millar、Mark Hoddle、J. Stephen McElfresh、Yunfan Zou、Christina Hoddle

  DOI：10.1016/j.tetlet.2008.06.019

  日期：2008.8

  The highly unsaturated aldehyde (9Z)-9,13-tetradecadien-11-ynal and the corresponding alcohol were identified as possible sex pheromone components of the avocado seed moth, Stenoma catenifer. The aldehyde as a single component attracted more male moths than caged virgin female moths, and addition of the analogous alcohol and/or acetate decreased attraction. A stereospecific synthesis of the pheromone is described. (C) 2008 Elsevier Ltd. All rights reserved.
• COMPOSITION BIOLOGICALLY ACTIVE TO STENOMA CATENIFER AND SUSTAINED RELEASE PREPARATION COMPRISING THE SAME FOR CONTROLLING INSECT PEST
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：US20220411358A1

  公开（公告）日：2022-12-29

  There are provided a composition which has a larger attracted number than (9Z)-9,13-tetradecadien-11-ynal alone; and others. More specifically, there are provided a composition bioactive to Stenoma catenifer (STENCA), the composition including (9Z)-9,13-tetradecadien-11-ynal and (9E)-9,13-tetradecadien-11-ynal; a sustained release preparation for controlling STENCA, the preparation including the composition and a carrier or container for sustainedly releasing the (9Z)-9,13-tetradecadien-11-ynal and the (9E)-9,13-tetradecadien-11-ynal; and a method for controlling STENCA, the method including a step of installing the sustained release preparation in a field to release the (9Z)-9,13-tetradecadien-11-ynal and the (9E)-9,13-tetradecadien-11-ynal into the field.
• Improved synthesis of (9Z)-9,13-tetradecadien-11-ynal, the sex pheromone of the avocado seed moth, Stenoma catenifer
  作者：Yunfan Zou、Jocelyn G. Millar

  DOI：10.1016/j.tetlet.2010.01.010

  日期：2010.3

  The terminal dienyne of (9Z)-9,13-tetradecadien-11-ynal, the sex pheromone of the avocado seed moth, Stenoma catenifer, was constructed by coupling a vinyl iodide precursor with commercially available 1-buten-3-yne with Pd catalysis, resulting in a short and efficient synthesis of the pheromone. (C) 2010 Elsevier Ltd All rights reserved.