3,5-Di-t-butylthiobenzoyl triphenylsilane | 144191-17-3

• 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: 3,5-Di-t-butylthiobenzoyl triphenylsilane
• 英文别名: (3,5-ditert-butylphenyl)-triphenylsilylmethanethione
• CAS: 144191-17-3
• 化学式: C₃₃H₃₆SSi
• 分子量: 492.8
• InChiKey: ORGFUUUBMVLCBY-UHFFFAOYSA-N

物化性质

• 沸点：
  554.9±60.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.71
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  32.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,5-Di-t-butylthiobenzoyl triphenylsilane 、 苯基溴化镁 以 乙醚 为溶剂， 生成 [(3,5-Di-tert-butyl-phenyl)-phenylsulfanyl-methyl]-triphenyl-silane
  参考文献：
  名称：

  Reactions between Grignard Reagents and Thiocarbonyl Compounds:  A Revisitation

  摘要：

  The radical anions from thiobenzophenone, thiobenzoyltriphenylsilane, and 3,5-di-tert-butylthiobenzoyltriphenylsilane were detected by EPR spectroscopy when these compounds were reacted with a number of Grignard reagents, RMgBr. The radical adducts resulting from addition of R-. radicals to the thiones were also detected. The formation of the radical anions indicates unambiguously the occurrence of a SET process which might be the initial stage of these reactions. In the case of tris(trimethylsilyl)ethanethial only the radical adducts were detected. The first reduction potentials of these thiones have also been measured in order to verify the feasibility of the SET process. In agreement with the EPR experiments, the calculated standard free energy changes suggest that electron transfer is possible in the first three cases and disfavored with the thioaldehyde.

  DOI：

  10.1021/jo9708001
• 作为产物：
  描述：

  3,5-di-tert-butylbenzoyltriphenylsilane 在 盐酸 、 硫化氢 作用下， 以 乙醚 为溶剂， 以60%的产率得到3,5-Di-t-butylthiobenzoyl triphenylsilane
  参考文献：
  名称：

  3,5-Di-tert-butylthiobenzoyltriphenylsilane: A versatile spin trapping agent

  摘要：

  3,5-Di-tert-butylthiobenzoyltriphenylsilane (DBTBTPS) has been synthesized and tested as a spin trapping agent for electron spin resonance studies. Upon reaction with a variety of radicals of different nature inside the cavity of the ESR spectrometer, DBTBTPS leads to the observation of rather persistent spectra which in nearly all cases allow the unambiguous identification of the trapped species. DBTBTPS is somewhat less stable than thiobenzoyltriphenylsilane (TBTPS), the unsubstituted thiobenzoyltriphenylsilane; yet, as it affords spin adducts whose spectra are characterized by a smaller number of lines, it may prove more useful than TBTPS itself when dealing with radicals leading to species with a large number of magnetically active nuclei interacting with the unpaired electron.

  DOI：

  10.1016/0022-328x(92)83302-x