methyl 14-hydroxy-tetradeca-4,6,10,12-tetrayne-8-enoate | 155626-10-1

• 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: methyl 14-hydroxy-tetradeca-4,6,10,12-tetrayne-8-enoate
• CAS: 155626-10-1
• 化学式: C₁₅H₁₂O₃
• 分子量: 240.258
• InChiKey: XQHTUANSPQQXGV-RQOWECAXSA-N

物化性质

• 沸点：
  423.7±45.0 °C(predicted)
• 密度：
  1.177±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  methyl 14-hydroxy-tetradeca-4,6,10,12-tetrayne-8-enoate 在 lithium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 以77%的产率得到14-hydroxy-tetradeca-4,6,10,12-tetrayne-8-enoic acid
  参考文献：
  名称：

  Synthesis and investigations of enetetraynes

  摘要：

  Several enetetrayne containing compounds have been synthesized and their chemistry explored vis-a-vis the Bergman cycloaromatization. With one exception the compounds were unreactive along this pathway. AM1 calculations were performed in order to gain further insights into these reactions. The results indicate that the strain of constraining the resulting benzodiyne in a small ring raises the energy of the transition state of the initial Bergman reaction.

  DOI：

  10.1016/s0040-4020(01)80631-1
• 作为产物：
  描述：

  methyl tetradeca-4,6,10,12-tetrayne-8-enoate-14-tetrahydropyranyl ether 在 Dowex 50w X 8 HCl 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以92%的产率得到methyl 14-hydroxy-tetradeca-4,6,10,12-tetrayne-8-enoate
  参考文献：
  名称：

  Synthesis and investigations of enetetraynes

  摘要：

  Several enetetrayne containing compounds have been synthesized and their chemistry explored vis-a-vis the Bergman cycloaromatization. With one exception the compounds were unreactive along this pathway. AM1 calculations were performed in order to gain further insights into these reactions. The results indicate that the strain of constraining the resulting benzodiyne in a small ring raises the energy of the transition state of the initial Bergman reaction.

  DOI：

  10.1016/s0040-4020(01)80631-1