[2-(2-Mercaptomethyl-phenylsulfanyl)-phenyl]-methanethiol | 133620-59-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: [2-(2-Mercaptomethyl-phenylsulfanyl)-phenyl]-methanethiol
• 英文别名: [2-[2-(Sulfanylmethyl)phenyl]sulfanylphenyl]methanethiol
• CAS: 133620-59-4
• 化学式: C₁₄H₁₄S₃
• 分子量: 278.463
• InChiKey: SUGYVOAJGHXFTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  27.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  丁基三氯化锡 、 [2-(2-Mercaptomethyl-phenylsulfanyl)-phenyl]-methanethiol 在 1,4-diazabicyclo-[2.2.2]-octane (DABCO) 作用下， 以 氯仿 为溶剂， 以55%的产率得到
  参考文献：
  名称：

  Study on the intramolecular transannular chalcogen–tin interactions in dithiastannecine compounds

  摘要：

  Dithiastannecine compounds of the type [{D(C6H4CH2S)(2)}(SnRR2)-R-1] with different donor atoms D were prepared, where D = O and R-1 = R-2 = Ph (4a); R-1 = Ph, R-2 = Cl (5a); R-1 = n-Bu, R-2 = Cl (6a); D = S and R-1 = R-2 = Ph (4b): R-1 = Ph, R-2 = Cl (5b); R-1 = n-Bu, R-2 = Cl (6b). The molecular structures of the monochloro compounds 5a, 51). 6a, and 6b were established by single-crystal X-ray diffraction and exhibit trigonal bipyramidal geometry at the tin atom with different degrees of distortion being due a D center dot center dot center dot Sn interaction. The Spiro compounds [{D(C6H4CH2S)(2)}(2)Sn] with D = O (7a) and D = S (7b) were also synthesized and structurally characterized; the molecular structure of 7a showed the tin atom with a bicapped tetrahedral geometry. The behavior of all tin compounds in solution was investigated by NMR spectroscopy revealing that the D center dot center dot center dot Sn interaction in solution was practically absent on the basis of the NMR chemical shifts values. DFT calculations with ADF package using VWN/QZ4P were carried out for the 6a and 6b compounds and showed that, in the topological analysis, bond critical points are present along the D center dot center dot center dot Sn direction. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2011.11.053
• 作为产物：
  描述：

  (2-{[2-(羟基甲基)苯基]硫代}苯基)甲醇 在 氢溴酸 、 硫脲 作用下， 以 水 、 丙酮 、 甲苯 为溶剂， 反应 52.0h， 生成 [2-(2-Mercaptomethyl-phenylsulfanyl)-phenyl]-methanethiol
  参考文献：
  名称：

  Study on the intramolecular transannular chalcogen–tin interactions in dithiastannecine compounds

  摘要：

  Dithiastannecine compounds of the type [{D(C6H4CH2S)(2)}(SnRR2)-R-1] with different donor atoms D were prepared, where D = O and R-1 = R-2 = Ph (4a); R-1 = Ph, R-2 = Cl (5a); R-1 = n-Bu, R-2 = Cl (6a); D = S and R-1 = R-2 = Ph (4b): R-1 = Ph, R-2 = Cl (5b); R-1 = n-Bu, R-2 = Cl (6b). The molecular structures of the monochloro compounds 5a, 51). 6a, and 6b were established by single-crystal X-ray diffraction and exhibit trigonal bipyramidal geometry at the tin atom with different degrees of distortion being due a D center dot center dot center dot Sn interaction. The Spiro compounds [{D(C6H4CH2S)(2)}(2)Sn] with D = O (7a) and D = S (7b) were also synthesized and structurally characterized; the molecular structure of 7a showed the tin atom with a bicapped tetrahedral geometry. The behavior of all tin compounds in solution was investigated by NMR spectroscopy revealing that the D center dot center dot center dot Sn interaction in solution was practically absent on the basis of the NMR chemical shifts values. DFT calculations with ADF package using VWN/QZ4P were carried out for the 6a and 6b compounds and showed that, in the topological analysis, bond critical points are present along the D center dot center dot center dot Sn direction. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2011.11.053

文献信息

• Synthesis of a new type of quadruply ortho-bridged biphenyl compounds with disulfide linkage, and its sulfur extrusion in concentrated H2SO4 and photochemical condition
  作者：Hisashi Fujihara、Jer-Jye Chiu、Naomichi Furukawa

  DOI：10.1016/s0040-4039(00)70719-2

  日期：1989.1

  methanodithiomethano-bridged dibenzotrithionin (1) has been synthesized. The electrochemical oxidation of 1 and its analogous compound was studied by cyclic voltammetry. A new type of the sulfur extrusion of 1 was found in the reaction of 1 with concd H2SO4 or 2 equiv of NOPF6 and in its photochemical reaction.

  已经合成了新的甲烷二硫代甲硫醇桥联的二苯并三硫蛋白（1）。通过循环伏安法研究了1及其类似化合物的电化学氧化。在1与浓H 2 SO 4或2当量的NOPF 6的反应及其光化学反应中发现了一种新型的1型硫挤出。