(6E,9E)-6,9-Pentadecadien-1-ol

• 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: (6E,9E)-6,9-Pentadecadien-1-ol
• 英文别名: (6E,9E)-pentadeca-6,9-dien-1-ol
• 化学式: C₁₅H₂₈O
• 分子量: 224.387
• InChiKey: AVCYGYFZVWNDGB-AVQMFFATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 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

• 作为产物：
  描述：

  1-tert-Butoxy-(6E/Z,9E/Z)-6,9-pentadecadiene 在 碘代三甲硅烷 作用下， 生成 (6Z),(9Z)-pentadecadien-1-ol 、 (6Z,9E)-6,9-Pentadecadien-1-ol 、 (6E,9Z)-6,9-Pentadecadien-1-ol 、 (6E,9E)-6,9-Pentadecadien-1-ol
  参考文献：
  名称：

  Mammalian exocrine secretions: IX. Constituents of preorbital secretion of oribi,Ourebia, ourebi

  摘要：

  Using gas chromatography-mass spectrometry in conjunction with ancillary techniques such as chemical ionization with different reactant gases, determination of the position of double bonds by means of dimethyl disulfide derivatization, and finally gas chromatographic and mass spectrometric comparison with authentic synthetic material, 75 constituents were identified in the preorbital secretion of the male oribi, Ourebia ourebi. The secretion contains compounds with long-chain, unbranched structures similar to those found in many other preorbital secretions but with a finite volatility range, in contrast to the seemingly endlessly increasing chain lengths typical of other preorbital secretions.

  DOI：

  10.1007/bf02228320

文献信息

• 1-HALO-6,9-PENTADECADIENE AND METHOD FOR PRODUCING (7Z,10Z)-7,10-HEXADECADIENAL
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：US20180305284A1

  公开（公告）日：2018-10-25

  Provided are a 1-halo-6,9-pentadecadiene useful as an intermediate having a skipped diene skeleton and a method for producing (7Z,10Z)-7,10-hexadecadienal. More specifically, provided are a method for producing (7Z,10Z)-7,10-hexadecadienal including steps of subjecting a Grignard reagent formed from a (6Z,9Z)-1-halo-6,9-pentadecadiene to a nucleophilic substitution reaction with an orthoformate ester to obtain a (7Z,10Z)-1,1-dialkoxy-7,10-hexadecadiene; and hydrolyzing the (7Z,10Z)-1,1-dialkoxy-7,10-hexadecadiene in the absence of an oxidation reaction to obtain the (7Z,10Z)-7,10-hexadecadienal; and the like.

  提供了一种1-卤代-6,9-十五碳二烯，作为一种具有跳跃二烯骨架的中间体，并提供了一种生产(7Z,10Z)-7,10-十六碳二烯醛的方法。更具体地，提供了一种生产(7Z,10Z)-7,10-十六碳二烯醛的方法，包括以下步骤：将由(6Z,9Z)-1-卤代-6,9-十五碳二烯形成的格氏试剂与正甲酸酯进行亲核取代反应，以获得(7Z,10Z)-1,1-二烷氧基-7,10-十六碳二烯；在无氧化反应的情况下水解(7Z,10Z)-1,1-二烷氧基-7,10-十六碳二烯，以获得(7Z,10Z)-7,10-十六碳二烯醛；等等。
• 1-halo-6,9-pentadecadiene and method for producing (7Z,10Z)-7,10-hexadecadienal
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：US10138191B2

  公开（公告）日：2018-11-27

  Provided are a 1-halo-6,9-pentadecadiene useful as an intermediate having a skipped diene skeleton and a method for producing (7Z,10Z)-7,10-hexadecadienal. More specifically, provided are a method for producing (7Z,10Z)-7,10-hexadecadienal including steps of subjecting a Grignard reagent formed from a (6Z,9Z)-1-halo-6,9-pentadecadiene to a nucleophilic substitution reaction with an orthoformate ester to obtain a (7Z,10Z)-1,1-dialkoxy-7,10-hexadecadiene; and hydrolyzing the (7Z,10Z)-1,1-dialkoxy-7,10-hexadecadiene in the absence of an oxidation reaction to obtain the (7Z,10Z)-7,10-hexadecadienal; and the like.

  本发明提供了一种可用作中间体的 1-卤代-6,9-十五碳二烯，该中间体具有跳过的二烯骨架，还提供了一种生产 (7Z,10Z)-7,10-十六碳二烯醛的方法。更具体地说，提供了一种生产(7Z,10Z)-7,10-十六碳二烯醛的方法，包括以下步骤：将由(6Z,9Z)-1-卤代-6,9-十五碳二烯形成的格氏试剂与原甲酸酯进行亲核取代反应，得到(7Z,10Z)-1,1-二烷氧基-7,10-十六碳二烯；在没有氧化反应的情况下水解(7Z,10Z)-1,1-二烷氧基-7,10-十六碳二烯，得到(7Z,10Z)-7,10-十六碳二烯醛；等等。
• Mammalian exocrine secretions: IX. Constituents of preorbital secretion of oribi,Ourebia, ourebi
  作者：W. -P. Mo、B. V. Burger、M. LeRoux、H. S. C. Spies

  DOI：10.1007/bf02228320

  日期：1995.8

  Using gas chromatography-mass spectrometry in conjunction with ancillary techniques such as chemical ionization with different reactant gases, determination of the position of double bonds by means of dimethyl disulfide derivatization, and finally gas chromatographic and mass spectrometric comparison with authentic synthetic material, 75 constituents were identified in the preorbital secretion of the male oribi, Ourebia ourebi. The secretion contains compounds with long-chain, unbranched structures similar to those found in many other preorbital secretions but with a finite volatility range, in contrast to the seemingly endlessly increasing chain lengths typical of other preorbital secretions.