(1E,3Z)-cyclotetradeca-1,3-dien-5-yne | 388082-92-6

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (1E,3Z)-cyclotetradeca-1,3-dien-5-yne
• CAS: 388082-92-6
• 化学式: C₁₄H₂₀
• 分子量: 188.313
• InChiKey: ZUEKNULYYAKWQR-TZFCGSKZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (1E,3Z)-cyclotetradeca-1,3-dien-5-yne 以 various solvent(s) 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,Z)-2-dodec-1-en-11-ynyl-[1.3]dioxolane 在 正丁基锂 、 TiCl₃-1,2-dimethoxyethane 、 硫酸 、 铜 、 锌 作用下， 以 乙二醇二甲醚 、 乙醚 、 正己烷 为溶剂， 反应 2.5h， 生成 (1E,3Z)-cyclotetradeca-1,3-dien-5-yne
  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