2-(2-Phenyl-cyclopropyl)-oxirane | 96048-22-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2-Phenyl-cyclopropyl)-oxirane
• 英文别名: 2-(2-Phenylcyclopropyl)oxirane
• CAS: 96048-22-5
• 化学式: C₁₁H₁₂O
• 分子量: 160.216
• InChiKey: KJGQIAHPLNCDEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  trans-(2-vinylcyclopropyl)benzene 在 functionalized salen (N,N'-bis(salicylideneamino)ethane) Mn(III) complexes sodium hypochlorite 作用下， 反应 12.0h， 生成 2-(2-Phenyl-cyclopropyl)-oxirane
  参考文献：
  名称：

  Mechanistic study of a synthetically useful monooxygenase model using the hypersensitive probe trans-2-phenyl-1-vinylcyclopropane

  摘要：

  The use of trans-2-phenyl-1-vinylcyclopropane as a hypersensitive probe to study the epoxidation mechanisms of monooxygenases and their models is described; the high yield epoxide formation indicates that the Mn(III) salen mediated epoxidation of unfunctionalized alkyl-substituted olefins is a concerted process. A stepwise mechanism, however, is suggested for the epoxidation of aryl-substituted olefins.

  DOI：

  10.1021/jo00023a008

文献信息

• Mechanistic study of a synthetically useful monooxygenase model using the hypersensitive probe trans-2-phenyl-1-vinylcyclopropane
  作者：Hong Fu、Gary C. Look、Wei Zhang、Eric N. Jacobsen、Chi Huey Wong

  DOI：10.1021/jo00023a008

  日期：1991.11

  The use of trans-2-phenyl-1-vinylcyclopropane as a hypersensitive probe to study the epoxidation mechanisms of monooxygenases and their models is described; the high yield epoxide formation indicates that the Mn(III) salen mediated epoxidation of unfunctionalized alkyl-substituted olefins is a concerted process. A stepwise mechanism, however, is suggested for the epoxidation of aryl-substituted olefins.