trisylthioaldehyde | 106251-41-6

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: trisylthioaldehyde
• 英文别名: 2,2,2-Tris(trimethylsilyl)ethanethial
• CAS: 106251-41-6
• 化学式: C₁₁H₂₈SSi₃
• 分子量: 276.666
• InChiKey: BKLQVLUDZXRWHF-UHFFFAOYSA-N

物化性质

• 熔点：
  129-131 °C
• 沸点：
  268.6±50.0 °C(Predicted)
• 密度：
  0.857±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.82
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 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：

  trisylthioaldehyde 在 sodium tetrahydroborate 作用下， 生成 2,2,2-Tris-trimethylsilanyl-ethanethiol
  参考文献：
  名称：

  First isolation of a stable aliphatic thioaldehyde, tris(trimethylsilyl)ethanethial

  摘要：

  DOI：

  10.1021/ja00235a046
• 作为产物：
  描述：

  三（三甲代甲硅烷基）甲烷 、 ethyl thioformate 、 甲基锂 以16%的产率得到
  参考文献：
  名称：

  OKAZAKI RENJI; ISHII AKIHIKO; INAMOTO NAOKI, J. AMER. CHEM. SOC., 109,(1987) N 1, 279-280

  摘要：

  DOI：

文献信息

• Spin trapping with thiocarbonyl compounds
  作者：Angelo Alberti、Massimo Benaglia、Bianca F. Bonini、Gian Franco Pedulli

  DOI：10.1039/f19888403347

  日期：——

  A wide variety of radicals has been added to three relatively stable thiocarbonyl compounds, namely thiobenzoyltriphenylsilane (TBTPS), 2,4,6-tri-t-butylthiobenzaldehyde (TBTBA), and tris(trimethylsilyl)ethan-ethial or trisylthioaldehyde (TSTA), in order to test their ability to act as radical scavengers and the possibility of using them as spin-trapping agents. Reactions with radicals centred at elements

  各种各样的自由基已添加到三种相对稳定的硫代羰基化合物中，即硫代苯甲酰基三苯基硅烷（TBTPS），2,4,6-三叔丁基硫代苯甲醛（TBTBA）和三（三甲基甲硅烷基）乙乙氧基或三丁基硫醛（TSTA），为了测试它们充当自由基清除剂的能力以及将其用作自旋捕集剂的可能性。在所有情况下，与自由基集中在第IV至VI族元素上的反应在所有情况下均提供了持久的自旋加合物，其通过电子能谱法研究。尤其是，TBTPS加合物显示出良好的esr光谱，在大多数情况下，超精细图谱可明确鉴定所捕获的自由基。已经监测了某些TBTA和TSTA加合物的衰减，并确定了该过程的速率常数。分别为7和（1.9±0.5）×10 6 dm 3 mol –1 s –1。
• Reactions between Grignard Reagents and Thiocarbonyl Compounds:  A Revisitation
  作者：Angelo Alberti、Massimo Benaglia、Dante Macciantelli、Massimo Marcaccio、Antonio Olmeda、Gian Franco Pedulli、Sergio Roffia

  DOI：10.1021/jo9708001

  日期：1997.9.1

  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.