1-methylthianthrene 5-oxide | 947156-59-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二硫类化合物
• 英文名称: 1-methylthianthrene 5-oxide
• 英文别名: 1-Methylthianthrene 5-oxide
• CAS: 947156-59-4
• 化学式: C₁₃H₁₀OS₂
• 分子量: 246.354
• InChiKey: BHZJBSHMZHTNEW-UHFFFAOYSA-N

物化性质

• 熔点：
  128-129 °C(Solv: chloroform (67-66-3); hexane (110-54-3))
• 沸点：
  427.5±35.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  73.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-methylthianthrene 5-oxide 在 叔丁基锂 作用下， 以 四氢呋喃 为溶剂， 以61%的产率得到4-甲基二苯并噻吩
  参考文献：
  名称：

  Generation of Nitrene by the Photolysis of N-Substituted Iminodibenzothiophene

  摘要：

  To evaluate the ability of dibenzothiophene N-substituted sulfilimines as photochemical nitrene sources, their photolyses in the presence of several trapping reagents, such as sulfides, olefins, and phosphorus compounds, were performed. In the reactions, the corresponding imino-transfer compounds, namely sulfilimines, aziridines, and iminophosphoranes, were formed in good yields, indicating dibenzothiophene N-tosyl and N-acylsulfilimines have a potent nature as nitrogen sources.

  DOI：

  10.1021/jo800604t
• 作为产物：
  描述：

  1-methylthianthrene 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以54%的产率得到1-methylthianthrene 5-oxide
  参考文献：
  名称：

  Photo SN-bond cleavage and related reactions of thianthrene sulfilimine derivatives

  摘要：

  Several 1- and 2-substituted thianthrene sulfilimine derivatives were prepared and the selectivity toward oxidation and N-tosylimination under several conditions was studied. In the photolysis of trans-5-(N-p-tosyl) iminothianthrene 10-oxide (trans-10), photo isomerization to cis-10 was observed. Further, photoimino-transferreaction of sulfilimines and their 10-mono- and -dioxide derivatives to sulfides was intensively studied to make clear the ability as nitrene precursors. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.05.004