1-(4-butenyl)perfluorocyclobutene | 188997-55-9

• 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: 1-(4-butenyl)perfluorocyclobutene
• 英文别名: 1-But-3-enyl-2,3,3,4,4-pentafluorocyclobutene
• CAS: 188997-55-9
• 化学式: C₈H₇F₅
• 分子量: 198.136
• InChiKey: SLGCJOLBTJITHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(4-butenyl)perfluorocyclobutene 反应 2.0h， 生成 2-(allyl)-1-methyleneperfluorocyclobutene
  参考文献：
  名称：

  Energetics of Fluoroalkene Double Bond Isomerizations

  摘要：

  The effects of perfluorination of cyclic and acyclic alkenes have been examined. Quantum mechanical calculations and experimental data show that vicinally substituted acyclic alkenes are strongly destabilized by fluorination. Quite surprisingly, the destabilization is much smaller for cyclic analogs. This difference has dramatic consequences for the relative stabilities of double bond isomers in cyclic and acyclic systems, including keto-enol systems. The reasons for the contrast are discussed in detail.

  DOI：

  10.1021/ja963789f
• 作为产物：
  描述：

  2-(allyl)-1-methyleneperfluorocyclobutene 反应 2.0h， 生成 1-(4-butenyl)perfluorocyclobutene
  参考文献：
  名称：

  Energetics of Fluoroalkene Double Bond Isomerizations

  摘要：

  The effects of perfluorination of cyclic and acyclic alkenes have been examined. Quantum mechanical calculations and experimental data show that vicinally substituted acyclic alkenes are strongly destabilized by fluorination. Quite surprisingly, the destabilization is much smaller for cyclic analogs. This difference has dramatic consequences for the relative stabilities of double bond isomers in cyclic and acyclic systems, including keto-enol systems. The reasons for the contrast are discussed in detail.

  DOI：

  10.1021/ja963789f