1-(trideuteriated methylsulfinyl)-9-(methylthio)dibenzothiophene | 141245-42-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 1-(trideuteriated methylsulfinyl)-9-(methylthio)dibenzothiophene
• 英文别名: 1-Methylsulfanyl-9-(trideuteriomethylsulfinyl)dibenzothiophene；1-methylsulfanyl-9-(trideuteriomethylsulfinyl)dibenzothiophene
• CAS: 141245-42-3
• 化学式: C₁₄H₁₂OS₃
• 分子量: 295.423
• InChiKey: IJQBSQPQHUEELN-BMSJAHLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  89.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(trideuteriated methylsulfinyl)-9-(methylthio)dibenzothiophene 在 硫酸 、 水 作用下， 生成 1-(methylsulfinyl)-9-(trideuteriated methylthio)dibenzothiophene
  参考文献：
  名称：

  Generation of new dithia dications from sterically congested 1.9-dithiodibenzothiophenes and their monooxides in concentrated sulfuric acid

  摘要：

  1,9-Dithiodibenzothiophenes 2 were prepared by ring contraction of 4,6-dithiothianthrene-5-oxides with n-butyllithium. Both compounds 2 and their monooxides 3 upon dissolution in conc. H2SO4 afforded the corresponding new dithia dications. Electrochemical oxidation of 2 provides the evidence for the neighboring group interaction between the two 1,9-sulfenyl sulfur atoms.

  DOI：

  10.1016/s0040-4039(00)91655-1
• 作为产物：
  描述：

  1,9-Bis(methylthio)dibenzothiophene 在 氘氧化钠 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 重水 为溶剂， 生成 1-(trideuteriated methylsulfinyl)-9-(methylthio)dibenzothiophene
  参考文献：
  名称：

  Generation of new dithia dications from sterically congested 1.9-dithiodibenzothiophenes and their monooxides in concentrated sulfuric acid

  摘要：

  1,9-Dithiodibenzothiophenes 2 were prepared by ring contraction of 4,6-dithiothianthrene-5-oxides with n-butyllithium. Both compounds 2 and their monooxides 3 upon dissolution in conc. H2SO4 afforded the corresponding new dithia dications. Electrochemical oxidation of 2 provides the evidence for the neighboring group interaction between the two 1,9-sulfenyl sulfur atoms.

  DOI：

  10.1016/s0040-4039(00)91655-1

文献信息

• Ethoxy Group Scrambling in the Sterically Restricted Ethoxysulfonium Salts, 1-(Methylethoxysulfonio)-9-(methylthio)dibenzothiophene and Its Analogous Compounds
  作者：Takeshi Kimura、Hidetaka Nakayama、Takanobu Obinata、Naomichi Furukawa

  DOI：10.1246/cl.1997.301

  日期：1997.4

  The ethoxy group migration of 1-(methylethoxysulfonio)-9-(methylthio)dibenzothiophene was identified by 1H-NMR at 25 °C. The similar rearrangement of 1-(methylethoxysulfonio)-8-(methylthio)naphthalene was found in identical conditions. The ethoxy scrambling did not proceed in 2-(methylethoxysulfonio)-2′-(methylthio)biphenyl.

  1-(methylethoxysulfonio)-9-(methylthio)dibenzothiophene 的乙氧基迁移是在 25 °C 下通过 1H-NMR 确定的。在相同的条件下，1-(甲乙氧磺酰基)-8-(甲硫基)萘也发生了类似的重排。在 2-(甲基乙氧基磺酰基)-2′-(甲硫基)联苯中，乙氧基扰乱没有进行。
• Generation of new dithia dications from sterically congested 1.9-dithiodibenzothiophenes and their monooxides in concentrated sulfuric acid
  作者：Naomichi Furukawa、Takeshi Kimura、Yoji Horie、Satoshi Ogawa、Hisashi Fujihara

  DOI：10.1016/s0040-4039(00)91655-1

  日期：1992.3

  1,9-Dithiodibenzothiophenes 2 were prepared by ring contraction of 4,6-dithiothianthrene-5-oxides with n-butyllithium. Both compounds 2 and their monooxides 3 upon dissolution in conc. H2SO4 afforded the corresponding new dithia dications. Electrochemical oxidation of 2 provides the evidence for the neighboring group interaction between the two 1,9-sulfenyl sulfur atoms.