(1S,3S,6R)-3-(1,3-dioxolan-2-yl)-7-oxabicyclo[4.1.0]heptane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (1S,3S,6R)-3-(1,3-dioxolan-2-yl)-7-oxabicyclo[4.1.0]heptane
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: SOTITVLSZNPNPS-RNJXMRFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  31
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(3-cyclohexenyl)-1,3-dioxolane 在 过氧乙酸 作用下， 生成 (1S,3R,6R)-3-(1,3-dioxolan-2-yl)-7-oxabicyclo[4.1.0]heptane 、 (1S,3S,6R)-3-(1,3-dioxolan-2-yl)-7-oxabicyclo[4.1.0]heptane
  参考文献：
  名称：

  摘要：

  Epoxidation of 1-substituted 3-cyclohexenes was investigated. The stereoisomeric composition of the forming epoxides mixture was established by means of GLC and H-1 NMR spectroscopy, The spectral parameters of the epoxides are considered. The thermodynamical stability of cis- and trans-epoxides was evaluated by molecular mechanics method. For the epoxidation of 1-substituted 3-cyclohexenes with peracetic acid a quantum-chemical calculation of the potential energy surface by PM3 method was carried out.

  DOI：

  10.1023/a:1015541012034

文献信息

• ——
  作者：S. I. Okovityi、R. G. Gaponova、Yu. A. Seredyuk、L. I. Kas'yan

  DOI：10.1023/a:1015541012034

  日期：——

  Epoxidation of 1-substituted 3-cyclohexenes was investigated. The stereoisomeric composition of the forming epoxides mixture was established by means of GLC and H-1 NMR spectroscopy, The spectral parameters of the epoxides are considered. The thermodynamical stability of cis- and trans-epoxides was evaluated by molecular mechanics method. For the epoxidation of 1-substituted 3-cyclohexenes with peracetic acid a quantum-chemical calculation of the potential energy surface by PM3 method was carried out.