4,4,5,5,6,6,7,7-octafluoro-7-iodo-1-heptene | 212069-18-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 英文名称: 4,4,5,5,6,6,7,7-octafluoro-7-iodo-1-heptene
• 英文别名: 4,4,5,5,6,6,7,7-Octafluoro-7-iodohept-1-ene
• CAS: 212069-18-6
• 化学式: C₇H₅F₈I
• 分子量: 368.008
• InChiKey: DESNCLPTPQXLQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4,4,5,5,6,6,7,7-octafluoro-7-iodo-1-heptene 在 三正丁基氢锡 作用下， 以 various solvent(s) 为溶剂， 反应 0.5h， 生成 4,4,5,5,6,6,7,7-octafluoro-1-heptene
  参考文献：
  名称：

  Cyclizations of 5-Hexenyl, 6-Heptenyl, 7-Octenyl, and 8-Nonenyl Radicals. The Kinetic and Regiochemical Impact of Fluorine and Oxygen Substituents

  摘要：

  Using competition kinetic methodology, rate constants for cyclizations of a series of hydrofluorocarbon (HFC) and ether 5-hexenyl, 6-heptenyl, and 7-octenyl radicals have been determined. Remarkably large rate constants (>10(7) s(-1)) have been observed for 6-exo-cyclizations of 1,1,2,2-tetrafluoro- and 1,1,2,2,3,3,4,4,-octafluoro-6-heptenyl radicals (>10(3) those of analogous hydrocarbon radicals), whereas HFC hexenyl and heptenyl ethers exhibit lower cyclization reactivity, as do HFC 7-octenyl radical systems, which cyclize in an endo manner. HFC 8-nonenyl radicals were not observed to cyclize. The results can be rationalized in terms of transition state polar influences, though other factors may also play significant roles.

  DOI：

  10.1021/jo990544n
• 作为产物：
  描述：

  1,4-二碘全氟丁烷 、 3-溴丙烯 在 六正丁基二锡 作用下， 以 苯 为溶剂， 反应 7.0h， 以54%的产率得到4,4,5,5,6,6,7,7-octafluoro-7-iodo-1-heptene
  参考文献：
  名称：

  Cyclizations of 5-Hexenyl, 6-Heptenyl, 7-Octenyl, and 8-Nonenyl Radicals. The Kinetic and Regiochemical Impact of Fluorine and Oxygen Substituents

  摘要：

  Using competition kinetic methodology, rate constants for cyclizations of a series of hydrofluorocarbon (HFC) and ether 5-hexenyl, 6-heptenyl, and 7-octenyl radicals have been determined. Remarkably large rate constants (>10(7) s(-1)) have been observed for 6-exo-cyclizations of 1,1,2,2-tetrafluoro- and 1,1,2,2,3,3,4,4,-octafluoro-6-heptenyl radicals (>10(3) those of analogous hydrocarbon radicals), whereas HFC hexenyl and heptenyl ethers exhibit lower cyclization reactivity, as do HFC 7-octenyl radical systems, which cyclize in an endo manner. HFC 8-nonenyl radicals were not observed to cyclize. The results can be rationalized in terms of transition state polar influences, though other factors may also play significant roles.

  DOI：

  10.1021/jo990544n

文献信息

• Remarkable Cyclization Reactivities of Partially-Fluorinated 6-Heptenyl Radicals
  作者：William R. Dolbier、Anrong Li、Bruce E. Smart、Zhen-Yu Yang

  DOI：10.1021/jo980404y

  日期：1998.8.1