(phenylseleno)dodecahedrane | 139107-44-1

• 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: (phenylseleno)dodecahedrane
• 英文别名: 1-Phenylselanylundecacyclo[9.9.0.02,9.03,7.04,20.05,18.06,16.08,15.010,14.012,19.013,17]icosane
• CAS: 139107-44-1
• 化学式: C₂₆H₂₄Se
• 分子量: 415.437
• InChiKey: ICMLUCYKSNUEJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (phenylseleno)dodecahedrane 在 disodium hydrogenphosphate 、 4 A molecular sieve 、 间氯过氧苯甲酸 作用下， 以 苯 为溶剂， 以46%的产率得到epoxydodecahedrane
  参考文献：
  名称：

  Electrophilic chemistry of dodecahedrane. Direct entry to epoxydodecahedrane and the first tethered derivative

  摘要：

  (Phenylseleno)dodecahedrane is shown to be a useful precursor of dodecahedrene (not isolated) and epoxydodecahedrane. The conjoining of two dodecahedryl units in a para relationship on a benzene ring has also been realized.

  DOI：

  10.1016/s0040-4039(00)92358-x
• 作为产物：
  描述：

  三甲基苯基硒硅烷 、 bromododecahedrane 在 zinc(II) iodide 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以62%的产率得到(phenylseleno)dodecahedrane
  参考文献：
  名称：

  Electrophilic chemistry of dodecahedrane. Direct entry to epoxydodecahedrane and the first tethered derivative

  摘要：

  (Phenylseleno)dodecahedrane is shown to be a useful precursor of dodecahedrene (not isolated) and epoxydodecahedrane. The conjoining of two dodecahedryl units in a para relationship on a benzene ring has also been realized.

  DOI：

  10.1016/s0040-4039(00)92358-x

文献信息

• The dodecahedryl radical. Reactivity analysis by conjugate addition to .pi.-electron-deficient acceptors and structural investigation by electron spin resonance spectroscopy
  作者：Leo A. Paquette、Dean R. Lagerwall、Hans Gert Korth

  DOI：10.1021/jo00046a024

  日期：1992.9

  The bromo and phenylseleno derivatives of dodecahedrane have been identified as suitable precursors to the dodecahedryl radical (4). This reactive intermediate exhibits only modest reactivity, lending itself to capture by the most powerful radical traps, which include acrylonitrile, 2-cyclopentenone, and allyltri-n-butylstannane. ESR studies performed on the same two starting materials have provided additional striking evidence that 4 and its closest model, the 1-adamantyl radical, differ widely in their properties. Reaction conditions that result in smooth generation of the adamantyl species did not lead to ESR spectra that can be related to 4.
• Electrophilic chemistry of dodecahedrane. Direct entry to epoxydodecahedrane and the first tethered derivative
  作者：Leo A. Paquette、Dean R. Lagerwall、John L. King、Satomi Niwayama、Renato Skerlj

  DOI：10.1016/s0040-4039(00)92358-x

  日期：1991.9

  (Phenylseleno)dodecahedrane is shown to be a useful precursor of dodecahedrene (not isolated) and epoxydodecahedrane. The conjoining of two dodecahedryl units in a para relationship on a benzene ring has also been realized.