4,5-Bis<(2'-bromoethyl)thio>-1,3-dithiole-2-thione | 146581-69-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4,5-Bis<(2'-bromoethyl)thio>-1,3-dithiole-2-thione
• 英文别名: 4,5-Bis(2-bromoethylsulfanyl)-1,3-dithiole-2-thione
• CAS: 146581-69-3
• 化学式: C₇H₈Br₂S₅
• 分子量: 412.279
• InChiKey: BHIMVMZIXNUKAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  133
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,5-Bis<(2'-bromoethyl)thio>-1,3-dithiole-2-thione 在 N,N'-二甲基乙二胺 作用下， 以 xylene 为溶剂， 反应 24.0h， 以38%的产率得到<2,2'>-Bis-<1,3>dithiolanyliden
  参考文献：
  名称：

  Crown ether annelated tetrathiafulvalenes. 2

  摘要：

  A synthetic procedure leading to derivatives of tetrathiafulvalene (TTF) incorporating polyether chains of various lengths, some nitrogen analogs, and a 2,6-bis(methylene)pyridine analog has been developed. These compounds possess cage-type structures which were confirmed by X-ray crystallography in four cases, two of which are reported herein for the first time. Structural and electronic features of these cage molecules were correlated to oxidation potentials by the use of semiempirical methods (MNDO-PM3). An investigation of the alkali metal ion affinity using PDMS revealed that these compounds are poor ligands. Finally, in one case, protonation of the core TTF was studied by NMR.

  DOI：

  10.1021/jo00058a013
• 作为产物：
  描述：

  1-(肉豆蔻酰<十四酰>)-2-(7,7-二氟肉豆蔻酰<十四酰>)甘油-3-二氧磷基胆碱 在 吡啶 、 lithium bromide 作用下， 以 丙酮 为溶剂， 反应 5.0h， 生成 4,5-Bis<(2'-bromoethyl)thio>-1,3-dithiole-2-thione
  参考文献：
  名称：

  Crown ether annelated tetrathiafulvalenes. 2

  摘要：

  A synthetic procedure leading to derivatives of tetrathiafulvalene (TTF) incorporating polyether chains of various lengths, some nitrogen analogs, and a 2,6-bis(methylene)pyridine analog has been developed. These compounds possess cage-type structures which were confirmed by X-ray crystallography in four cases, two of which are reported herein for the first time. Structural and electronic features of these cage molecules were correlated to oxidation potentials by the use of semiempirical methods (MNDO-PM3). An investigation of the alkali metal ion affinity using PDMS revealed that these compounds are poor ligands. Finally, in one case, protonation of the core TTF was studied by NMR.

  DOI：

  10.1021/jo00058a013

文献信息

• Crown ether annelated tetrathiafulvalenes. 2
  作者：T. K. Hansen、T. Joergensen、F. Jensen、P. H. Thygesen、K. Christiansen、M. B. Hursthouse、M. E. Harman、M. A. Malik、B. Girmay

  DOI：10.1021/jo00058a013

  日期：1993.3

  A synthetic procedure leading to derivatives of tetrathiafulvalene (TTF) incorporating polyether chains of various lengths, some nitrogen analogs, and a 2,6-bis(methylene)pyridine analog has been developed. These compounds possess cage-type structures which were confirmed by X-ray crystallography in four cases, two of which are reported herein for the first time. Structural and electronic features of these cage molecules were correlated to oxidation potentials by the use of semiempirical methods (MNDO-PM3). An investigation of the alkali metal ion affinity using PDMS revealed that these compounds are poor ligands. Finally, in one case, protonation of the core TTF was studied by NMR.