(E)-1,1,1,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Icosafluoro-2-iodo-undec-2-ene | 199438-79-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: (E)-1,1,1,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Icosafluoro-2-iodo-undec-2-ene
• 英文别名: 1,1,1,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Icosafluoro-2-iodoundec-2-ene
• CAS: 199438-79-4
• 化学式: C₁₁HF₂₀I
• 分子量: 640.001
• InChiKey: JJGXWDOLLBOUHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  (E)-1,1,1,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Icosafluoro-2-iodo-undec-2-ene 在 盐酸 、 氢氧化钾 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 45.0~65.0 ℃ 、4.0 kPa 条件下， 反应 36.0h， 生成
  参考文献：
  名称：

  Synthesis of Substituted Bicyclo[2.2.2]octatrienes

  摘要：

  An efficient route to bicyclo[2.2.2]octatriene, barrelene, and substituted versions of this molecule has been developed starting from the benzene equivalent cis-3,5-cyclohexadiene-1,2-diol. Following the Diels-Alder reaction of this molecule with an activated acetylene, conversion of the diol to the final olefin was accomplished through formation of a thiocarbonate intermediate and subsequent reaction with 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine (DPD). The synthesis developed allows a variety of barrelenes to be prepared in as few as three steps from commercially available starting materials.

  DOI：

  10.1021/jo971039y
• 作为产物：
  描述：

  全氟辛基碘烷 、 3,3,3-三氟-1-丙炔 210.0 ℃ 、689.47 kPa 条件下， 反应 24.0h， 以65%的产率得到(E)-1,1,1,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Icosafluoro-2-iodo-undec-2-ene
  参考文献：
  名称：

  Synthesis of Substituted Bicyclo[2.2.2]octatrienes

  摘要：

  An efficient route to bicyclo[2.2.2]octatriene, barrelene, and substituted versions of this molecule has been developed starting from the benzene equivalent cis-3,5-cyclohexadiene-1,2-diol. Following the Diels-Alder reaction of this molecule with an activated acetylene, conversion of the diol to the final olefin was accomplished through formation of a thiocarbonate intermediate and subsequent reaction with 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine (DPD). The synthesis developed allows a variety of barrelenes to be prepared in as few as three steps from commercially available starting materials.

  DOI：

  10.1021/jo971039y