N-ethyl-2-[2-[2-(ethylamino)ethylsulfanyl]ethylsulfanyl]ethanamine | 142713-39-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-ethyl-2-[2-[2-(ethylamino)ethylsulfanyl]ethylsulfanyl]ethanamine
• CAS: 142713-39-1
• 化学式: C₁₀H₂₄N₂S₂
• 分子量: 236.446
• InChiKey: ROOZLSVQSCNGHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  14.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.06
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,1'-ferrocenyldicarbonyl chloride 、 N-ethyl-2-[2-[2-(ethylamino)ethylsulfanyl]ethylsulfanyl]ethanamine 在 三乙胺 作用下， 以 苯 为溶剂， 以42%的产率得到
  参考文献：
  名称：

  Solvent, N-alkyl substituent and coordination effects on the electrochemistry of 2,11-diaza-5,8-dithia[12](1,1')ferrocenophanes

  摘要：

  The synthesis of N,N-diethyl-2,11-diaza-5,8-dithia[12](1,1')ferrocenophane (6). cyclic voltammetric studies of diazadithiaferrocenophanes in ten organic solvents and the electrochemical characteristics of four diazadithiaferrocenophane complexes with palladium(II) are reported with the objective of better understanding the factors which govern Fe-S bonding in such compounds. As compared with the N-decyl analog 7 (E1/2(Fe(III/II)) = 727 mV vs. SHE), the half-wave reduction potential of 6 (388 mV) in acetonitrile solution (25-degrees-C, 0.1 M N(nBu)4ClO4) is displaced by 0.34 V to more negative potential. However, the E1/2 values for 6 and 7 are essentially identical (average of 0.39 +/- 0.02 V) in butyronitrile, benzonitrile, dichloromethane. N,N-dimethylformamide, acetone and methanol. On this basis it is concluded that conformations which permit Fe(II)-S bonding in 7 are supported by hydrophobic attractions between the N-decyl substituents. The perturbation of Fe-S bonding by coordination of S and/or N atoms to Pd(II) was examined by preparing [7]PdCl2, [6]PdCl2.2HCl, [6]Pd(CA).2H2O and [7]Pd(CA), where CA2- = 2,5-dioxo-3,6-dichloro-1,4-benzoquinone (chloranilate dianion). Electrochemical and C-13 NMR findings suggest that both ferrocenophane sulfur atoms ligate Pd(II) in the former three complexes, while [7]Pd(CA) prefers ligation through both N and S donor atoms, leaving one thioether S to interact with the Fe(II) center.

  DOI：

  10.1016/0022-328x(93)80019-8
• 作为产物：
  描述：

  N,N'-(3,6-dithia-octanediyl)-bis-acetamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以82%的产率得到N-ethyl-2-[2-[2-(ethylamino)ethylsulfanyl]ethylsulfanyl]ethanamine
  参考文献：
  名称：

  Solvent, N-alkyl substituent and coordination effects on the electrochemistry of 2,11-diaza-5,8-dithia[12](1,1')ferrocenophanes

  摘要：

  The synthesis of N,N-diethyl-2,11-diaza-5,8-dithia[12](1,1')ferrocenophane (6). cyclic voltammetric studies of diazadithiaferrocenophanes in ten organic solvents and the electrochemical characteristics of four diazadithiaferrocenophane complexes with palladium(II) are reported with the objective of better understanding the factors which govern Fe-S bonding in such compounds. As compared with the N-decyl analog 7 (E1/2(Fe(III/II)) = 727 mV vs. SHE), the half-wave reduction potential of 6 (388 mV) in acetonitrile solution (25-degrees-C, 0.1 M N(nBu)4ClO4) is displaced by 0.34 V to more negative potential. However, the E1/2 values for 6 and 7 are essentially identical (average of 0.39 +/- 0.02 V) in butyronitrile, benzonitrile, dichloromethane. N,N-dimethylformamide, acetone and methanol. On this basis it is concluded that conformations which permit Fe(II)-S bonding in 7 are supported by hydrophobic attractions between the N-decyl substituents. The perturbation of Fe-S bonding by coordination of S and/or N atoms to Pd(II) was examined by preparing [7]PdCl2, [6]PdCl2.2HCl, [6]Pd(CA).2H2O and [7]Pd(CA), where CA2- = 2,5-dioxo-3,6-dichloro-1,4-benzoquinone (chloranilate dianion). Electrochemical and C-13 NMR findings suggest that both ferrocenophane sulfur atoms ligate Pd(II) in the former three complexes, while [7]Pd(CA) prefers ligation through both N and S donor atoms, leaving one thioether S to interact with the Fe(II) center.

  DOI：

  10.1016/0022-328x(93)80019-8