1-Hexynyl-1,3,5,7-cyclooctatetraene | 134971-09-8

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 1-Hexynyl-1,3,5,7-cyclooctatetraene
• CAS: 134971-09-8
• 化学式: C₁₄H₁₆
• 分子量: 184.281
• InChiKey: SVVFSKGNHRTKHA-LPZWHSCSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.79
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  iodocubane 、 1-己炔 在 copper(I) bromide 、 四(三苯基膦)钯 三乙胺 作用下， 反应 6.0h， 以50%的产率得到1-Hexynyl-1,3,5,7-cyclooctatetraene
  参考文献：
  名称：

  Synthesis of alkynylcyclooctatetraenes and alkynylcubanes

  摘要：

  The couplings of a variety of iodocubanes with terminal acetylenes in refluxing NEt3 in the presence of Cu(I) and Pd(0) were examined. The products, isolated in about 50% yield, were not alkynylcubanes but were instead the first examples of alkynyl-1,3,5,7-cyclooctatetraenes. The first examples of alkynylcubanes (cubylacetylenes) were themselves synthesized in modest yield by Negishi's procedure from alkyl cubyl ketones. Cubylacetylenes were shown to be stable under Heck-like coupling conditions and potentially useful thereby for the introduction of the cubylacetylene moiety into complex systems.

  DOI：

  10.1021/jo00017a028