tetradec-2-en-12-ynedial | 400890-03-1

• 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: tetradec-2-en-12-ynedial
• 英文别名: (E)-tetradec-2-en-12-ynedial
• CAS: 400890-03-1
• 化学式: C₁₄H₂₀O₂
• 分子量: 220.312
• InChiKey: UJKCGMPSONJCGM-PKNBQFBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tetradec-2-en-12-ynedial 在 TiCl₃-1,2-dimethoxyethane 、 铜 、 锌 作用下， 以 乙二醇二甲醚 为溶剂， 生成 Benzocyclodecen
  参考文献：
  名称：

  Synthesis of Cyclo-1,3-dien-5-ynes

  摘要：

  Cyclo-1,3-dien-5-ynes with ring sizes from 10 to 14 (6a-e) have been prepared for the first time by using a five-step synthesis starting from the alkynols 7a-e. The final ring-closure was achieved by McMurry coupling of the alpha,omega -dialdehvdes 12a-e with the complex TiCl3(DME)(1.5). Thermal isomerization of the cyclodienynes leads to the corresponding benzocycloalkenes, and it has been shown that the ring size has a considerable influence on the temperature necessary for thermocylization.

  DOI：

  10.1002/1521-3765(20011015)7:20<4378::aid-chem4378>3.0.co;2-i
• 作为产物：
  描述：

  (E)-13-[1,3]Dioxolan-2-yl-tridec-12-en-2-ynal 在 硫酸 作用下， 以 乙醚 、 正己烷 为溶剂， 以234 mg的产率得到tetradec-2-en-12-ynedial
  参考文献：
  名称：

  Synthesis of Cyclo-1,3-dien-5-ynes

  摘要：

  Cyclo-1,3-dien-5-ynes with ring sizes from 10 to 14 (6a-e) have been prepared for the first time by using a five-step synthesis starting from the alkynols 7a-e. The final ring-closure was achieved by McMurry coupling of the alpha,omega -dialdehvdes 12a-e with the complex TiCl3(DME)(1.5). Thermal isomerization of the cyclodienynes leads to the corresponding benzocycloalkenes, and it has been shown that the ring size has a considerable influence on the temperature necessary for thermocylization.

  DOI：

  10.1002/1521-3765(20011015)7:20<4378::aid-chem4378>3.0.co;2-i