S-Phenyl 2-(phenylthio)nonanethioate | 148237-59-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚酯
• 英文名称: S-Phenyl 2-(phenylthio)nonanethioate
• 英文别名: S-phenyl 2-phenylsulfanylnonanethioate
• CAS: 148237-59-6
• 化学式: C₂₁H₂₆OS₂
• 分子量: 358.569
• InChiKey: PTPSVZSTTCMLHK-UHFFFAOYSA-N

物化性质

• 沸点：
  473.4±28.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  67.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (phenylthio)-bis-(trimethylsilyl)methane 在 正丁基锂 、 氧气 、 四乙基对甲苯磺酸铵 作用下， 以 溶剂黄146 为溶剂， 反应 5.5h， 生成 S-Phenyl 2-(phenylthio)nonanethioate
  参考文献：
  名称：

  在苯硫酚存在下烯基硅烷的电引发氧合。

  摘要：

  链烯基硅烷在硫酚的存在下通过分子氧的鼓泡进行电解，得到相应的α-苯硫基羰基化合物，但消耗了催化量的电。提出了一种电引发的自由基链机理。该反应也可以在没有电化学引发的情况下进行，但是完成反应需要更长的反应时间。由于通过1-溴-1-（三甲基甲硅烷基）乙烯的烷基化制备了各种类型的烯基硅烷，因此1-溴-1-（三甲基甲硅烷基）乙烯可以用作苯硫基乙酰基阴离子的合成子。在苯硫酚的存在下1-苯硫基-1-（三甲基甲硅烷基）烯烃的氧合反应生成α-苯硫基硫代酯，表明碳-硅键仅被裂解而不影响碳-硫键。

  DOI：

  10.1016/s0040-4020(01)86301-8

文献信息

• Electroinitiated oxygenation of alkenyl sulfides and alkynes in the presence of thiophenol
  作者：Junichi Yoshida、Shogo Nakatani、Sachihiko Isoe

  DOI：10.1021/jo00070a021

  日期：1993.8

  Electrolysis of alkenyl sulfides in the presence of thiophenol with bubbling of molecular oxygen gave the corresponding alpha-(phenylthio) carbonyl compounds with the consumption of a catalytic amount of electricity. An electroinitiated radical chain mechanism has been proposed. The reaction also took place without electrochemical initiation, but much (5-50 times) longer reaction time was required for the completion of the reaction. The potential utility of the present reaction in organic synthesis is demonstrated by the net 1,2-transposition of a phenylthio group and a carbonyl group. The electroinitiated oxygenation of ketene dithioacetals also proceeded smoothly to give the corresponding alpha-(phenylthio) thiol esters. It was also found that the electroinitiated oxygenation of alkynes in the presence of thiophenol gave alpha-(phenylthio) carbonyl compounds. A mechanism involving the initial formation of alkenyl sulfides has been proposed.
• Oxygenation of alkenylsilanes in the presence of thiophenol. Direct and regiospecific conversion to .alpha.-phenylthio carbonyl compounds
  作者：Junichi Yoshida、Shogo Nakatani、Sachihiko Isoe

  DOI：10.1021/jo00285a007

  日期：1989.11