2,2'-thio-di(1-naphthyl)methane | 224-51-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻喃类
• 英文名称: 2,2'-thio-di(1-naphthyl)methane
• 英文别名: 14H-dibenzo[a,j]thioxanthene；2,2'-(thio)dinaphthylmethane；Dibenzo[a,j]thioxanthene；13-thiapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4,6,8,10,15,17,19,21-decaene
• CAS: 224-51-1
• 化学式: C₂₁H₁₄S
• 分子量: 298.408
• InChiKey: AQRKTYWZDKWSOW-UHFFFAOYSA-N

物化性质

• 沸点：
  509.8±30.0 °C(Predicted)
• 密度：
  1.276±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,1-亚甲基-2-萘酚 在 caesium carbonate 作用下， 以 丙酮 为溶剂， 反应 48.33h， 生成 2,2'-thio-di(1-naphthyl)methane
  参考文献：
  名称：

  Synthesis of dinaphthylmethane derivatives containing carbamothioyloxy and carbamoylsulfanyl groups

  摘要：

  Chemical modification of 1,1'-methylenedinaphthalen-2-ol and 1,1'-methylenedinaphthalen-2,7-diol, including thiocarbamoylation, Newman-Kwart rearrangement, and hydride reduction, afforded dinaphthylmethane derivatives containing carbamothioyloxy, carbamoylsulfanyl, and sulfanyl groups.

  DOI：

  10.1134/s1070428014040083

文献信息

• Transformation of mononuclear aryl thiocarbamates to cyclic disulfides
  作者：O. S. Serkova、D. V. Tarasenko、L. K. Vasyanina、A. I. Stash、V. I. Maslennikova

  DOI：10.1007/s11172-016-1510-0

  日期：2016.7

  Thermolysis of the melt of octakis(O-thiocarbamoyl)tetra(C-phenethyl)resorcinarene in a microwave reactor afforded a cavitand, the upper rim of which was formed due to the formation of disulfide bridges between the neighboring benzene rings of the resorcinarene framework. The reaction of 2,2’-bis(carbamoylthio)-1,1’-methylenedinaphthalene with LiAlH4 gave a tricyclic derivative, in which the naphthalene

  八（O-硫代氨基甲酰基）四（C-苯乙基）间苯二酚在微波反应器中熔体的热解提供了一个空洞，其上缘是由于间苯二酚骨架的相邻苯环之间形成二硫桥而形成的。2,2'-双(氨基甲酰硫基)-1,1'-亚甲基萘与LiAlH4反应生成三环衍生物，其中萘环由亚甲基和二硫键结合。通过该化合物的单晶 X 射线衍射分析证实了 2,2'-二硫茚的结构。
• Newman–Kwart O→S rearrangement of di- and tetra(thiocarbamoyl)dinaphthylmethanes and octa(thiocarbamoyl)resorcinarenes
  作者：Dmitrii V. Tarasenko、Olga S. Serkova、Larisa K. Vasyanina、Vera I. Maslennikova

  DOI：10.1016/j.tetlet.2015.11.087

  日期：2016.1

  thione–thiol Newman–Kwart rearrangement of di- and tetra(thiocarbamoyl)dinaphthylmethanes and octa(thiocarbamoyl)resorcinarenes was performed under various conditions. The effect of microwave irradiation and solvent on the reaction pathway was studied and the possibility of controlling the reaction performance was demonstrated. A number of new cyclic and acyclic thioaromatic compounds were prepared.

  在各种条件下，对二硫代和四硫代氨基甲酰基二萘基甲烷和八硫代氨基甲酰基间苯二芳烃进行硫酮-硫醇Newman-Kwart重排。研究了微波辐射和溶剂对反应路径的影响，并证明了控制反应性能的可能性。制备了许多新的环状和无环硫代芳族化合物。
• Polyvariant modification of di- and tetrahydroxydinaphthylmethanes
  作者：Vera I. Maslennikova、Olga S. Serkova、Lyudmila V. Shelenkova、Larisa K. Vasyanina、Dmitrii V. Tarasenko、Edward E. Nifantiev

  DOI：10.1016/j.tetlet.2011.12.034

  日期：2012.2

  Modification of di- and tetrahydroxydinaphthylmethanes yielded a new family of aromatic systems differing by the nature, the number, and positions of functional groups and by the mode of fusion of the naphthalene nuclei. The effect of the starting dinaphthylmethane structure on the modification route was demonstrated. (C) 2011 Elsevier Ltd. All rights reserved.