ethyl (2E,4E,6E)-2,4,6-dodecatrien-11-ynoate | 159750-79-5

• 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: ethyl (2E,4E,6E)-2,4,6-dodecatrien-11-ynoate
• 英文别名: ethyl (2E,4E,6E)-dodeca-2,4,6-trien-11-ynoate
• CAS: 159750-79-5
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: CJWMUZRRCPQDDM-GTEMLCSVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl (2E,4E,6E)-2,4,6-dodecatrien-11-ynoate 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以99%的产率得到(2E,4E,6E)-2,4,6-dodecatrien-11-yn-1-ol
  参考文献：
  名称：

  On the Reaction of a Dioxenylmolybdenum Carbene Complex with Enynes:  Studies of the Intramolecular Diels−Alder Reaction

  摘要：

  Dioxenylmolybdenum carbene complex 1 has been found to readily react with enynes to form tetracyclic products. The tetracyclic products of this reaction appear to be generated via intramolecular [4 + 2] cycloaddition of an initially formed trialkoxycyclopentadiene derivative. Studies which help to define the generality of this reaction are reported, and the involvement of the metal in the cyclization process is discussed.

  DOI：

  10.1021/jo9513370
• 作为产物：
  描述：

  ethyl (2E,4E)-2,4-decadien-9-ynoate 在 正丁基锂 、 草酰氯 、 二异丁基氢化铝 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.16h， 生成 ethyl (2E,4E,6E)-2,4,6-dodecatrien-11-ynoate
  参考文献：
  名称：

  Effect of Alkene Substituents on Molybdenum and Chromium Carbene Complex Mediated Cyclization Reactions

  摘要：

  Numerous aryl and alkenyl chromium and molybdenum carbene complexes are prepared, and their reactions with trienyne 2 are examined. With chromium as the metal, insertion of carbon monoxide occurs leading to the formation of hydroquinones. When carbene complexes of molybdenum are employed, the product distribution is highly dependent on the alkyl substituent of the carbene complex. Aryl substituted molybdenum carbene complexes produce hexahydroazulenes while alkenyl substituted molybdenum carbene complexes generate hydroquinones or cyclopentadiene derivatives. The mechanisms of these reactions with respect to the partitioning between the different reaction pathways is discussed.

  DOI：

  10.1021/ja00094a030

文献信息

• Effect of Alkene Substituents on Molybdenum and Chromium Carbene Complex Mediated Cyclization Reactions
  作者：Daniel F. Harvey、Ellen M. Grenzer、Peter K. Gantzel

  DOI：10.1021/ja00094a030

  日期：1994.7

  Numerous aryl and alkenyl chromium and molybdenum carbene complexes are prepared, and their reactions with trienyne 2 are examined. With chromium as the metal, insertion of carbon monoxide occurs leading to the formation of hydroquinones. When carbene complexes of molybdenum are employed, the product distribution is highly dependent on the alkyl substituent of the carbene complex. Aryl substituted molybdenum carbene complexes produce hexahydroazulenes while alkenyl substituted molybdenum carbene complexes generate hydroquinones or cyclopentadiene derivatives. The mechanisms of these reactions with respect to the partitioning between the different reaction pathways is discussed.
• On the Reaction of a Dioxenylmolybdenum Carbene Complex with Enynes:  Studies of the Intramolecular Diels−Alder Reaction
  作者：Daniel F. Harvey、Ellen M. Grenzer

  DOI：10.1021/jo9513370

  日期：1996.1.1

  Dioxenylmolybdenum carbene complex 1 has been found to readily react with enynes to form tetracyclic products. The tetracyclic products of this reaction appear to be generated via intramolecular [4 + 2] cycloaddition of an initially formed trialkoxycyclopentadiene derivative. Studies which help to define the generality of this reaction are reported, and the involvement of the metal in the cyclization process is discussed.