2-chloro-2-norbornyl cation | 29141-81-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-chloro-2-norbornyl cation
• 英文别名: 2-Chlornorbornylkation；2-chloro-norbornan-2-ylium
• CAS: 29141-81-9
• 化学式: C₇H₁₀Cl
• 分子量: 129.609
• InChiKey: VSFGBTKKWYHMJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2,2-二氯双环[2.2.1]庚烷 在 氯氟磺酰 、 五氟化锑 作用下， 生成 2-chloro-2-norbornyl cation
  参考文献：
  名称：

  Lewis Acid-Catalyzed Rearrangement of 2,2-Dichloronorbornane to 1-Chloronorbornane

  摘要：

  The mechanism for the unusual AlCl3-catalyzed rearrangement of 2,2-dichloronorbornane to 1-chloronorbornane in pentane has been elucidated; the reaction, which also yields four isomeric dichloronorbornanes, occurs in three steps: (1) ionization to form the 2-chloro-2-norbornyl cation, which was fully characterized by two-dimensional H-1 and C-13 NMR in SbF5/SO(2)C1F; (2) Wagner-Meerwein shift to yield the 1-chloro-2-norbornyl cation, which was partially characterized by H-1 NMR; and (3) hydride abstraction.

  DOI：

  10.1021/jo030350e

文献信息

• Lewis Acid-Catalyzed Rearrangement of 2,2-Dichloronorbornane to 1-Chloronorbornane
  作者：Kenneth Smith、Nicie Conley、George Hondrogiannis、Lyle Glover、James F. Green、Andrew Mamantov、Richard M. Pagni

  DOI：10.1021/jo030350e

  日期：2004.7.1

  The mechanism for the unusual AlCl3-catalyzed rearrangement of 2,2-dichloronorbornane to 1-chloronorbornane in pentane has been elucidated; the reaction, which also yields four isomeric dichloronorbornanes, occurs in three steps: (1) ionization to form the 2-chloro-2-norbornyl cation, which was fully characterized by two-dimensional H-1 and C-13 NMR in SbF5/SO(2)C1F; (2) Wagner-Meerwein shift to yield the 1-chloro-2-norbornyl cation, which was partially characterized by H-1 NMR; and (3) hydride abstraction.