N,N'-bis-2-methyl-mercaptopropyl-N,N'-dimethylethylenediamine | 141938-45-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N'-bis-2-methyl-mercaptopropyl-N,N'-dimethylethylenediamine
• 英文别名: 2,4,7,9-tetramethyl-4,7-diazadecane-2,9-dithiol；2-Methyl-1-[methyl-[2-[methyl-(2-methyl-2-sulfanylpropyl)amino]ethyl]amino]propane-2-thiol
• CAS: 141938-45-6
• 化学式: C₁₂H₂₈N₂S₂
• 分子量: 264.5
• InChiKey: XNGVWRVPGXMULA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  8.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-bis-2-methyl-mercaptopropyl-N,N'-dimethylethylenediamine 以 甲苯 、 乙腈 为溶剂， 生成 Ni(N,N'-bis-2-methyl-mercaptopropyl-N,N'-dimethylethylenediamine(2-)O6)(H2O)2
  参考文献：
  名称：

  Synthesis and Oxygenation of a Nickel(II) and Zinc(II) Dithiolate:  An Experimental and Theoretical Comparison

  摘要：

  The diamino-dithiolato N2S2 ligand N,N'-bis-2-methyl-mercaptopropyl-N,N'-dimethylethylenediamine, H-2(bmmp-dmed), and its nickel (1) and zinc (2) complexes have been prepared and their reactivities with hydrogen peroxide investigated. Complex 1 yields a mixture of sulfenato (RSO-), 4, sulfinato (RSO2-) 3, and sulfonato (RSO3-), 5, products upon addition of H2O2. Products are separable by column chromatography. Stoichiometric addition of H2O2 to 2 yields an inseparable mixture. Excess peroxide addition results in oxygenation of the ligand to the disulfonate, 6, and decomplexation of zinc. Complexes 1, 2, and 3 and compound 6 have been investigated by X-ray crystallography, and their structures are reported. Density functional theory (DFT) calculations of 1 and 2 reveal significant sulfur p character in the HOMO of each complex. However, 1 also shows significant metal d character that is pi-antibonding with respect to the sulfur p orbitals. Complex 2 shows little metal character in the HOMO. Implications of the HOMO with respect to S-centered reactivity and metal ligand distances in S-oxygenated products are provided.

  DOI：

  10.1021/ic035205y
• 作为产物：
  描述：

  3,3,5,8,10,10-Hexamethyl-1,2,5,8-dithiadiazecane 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 N,N'-bis-2-methyl-mercaptopropyl-N,N'-dimethylethylenediamine
  参考文献：
  名称：

  Jeong, J. M.; Lee, Y. S.; Kim, Y. J., Journal of labelled compounds and radiopharmaceuticals, 2001, vol. 44, p. S605 - S607

  摘要：

  DOI：

文献信息

• Nitrido- and oxo-technetium(V) chelate complexes with N2S2 ligands: synthesis and crystal structures
  作者：Andrea Marchi、Lorenza Marvelli、Roberto Rossi、Luciano Magon、Valerio Bertolasi、Valeria Ferretti、Paola Gilli

  DOI：10.1039/dt9920001485

  日期：——

  Diaminedithiol ligands (N2S2) of the type HSCR2CH2NR'CH2CH2NR'CH2CR2SH, where R = Me or Et and R' = Me or Et (H-2L) or H (H-4L), react with [TcNCl2(PPh3)2] and [AsPh4][TcOCl4] forming neutral or cationic complexes of technetium(V) containing the [Tc = N]2+ and [Tc = O]3+ moieties, respectively. They are stable in the range pH 2-12.5; at pH 12.5 the oxo-complexes with H-4L become neutral due to deprotonation of one of two NH groups. The complexes have been characterized by elemental analysis, IR and H-1 NMR spectra, magnetic susceptibility and conductivity measurements. The structures of [TcO(L1)][BPh4] (R = Me, R' = Et) and [TcO(H-2L3)]Cl (R = Et, R' = H) have been determined by single-crystal X-ray analysis. The co-ordination around Tc(V) is distorted square-pyramidal in each case where the Tc atom is displaced from the plane defined by N(1), N(2), S(1), S(2) towards the O atom by 0.774(1) and 0.7731 (3) angstrom, respectively.
• JOHN, C. S.;OHMOMO, Y.;KUNG, H. F.;PAIK, C. H.;REBA, R. C., J. LABELL. COMPOUNDS AND RADIOPHARM., 30,(1991) N(!), C. 27-28
  作者：JOHN, C. S.、OHMOMO, Y.、KUNG, H. F.、PAIK, C. H.、REBA, R. C.

  DOI：——

  日期：——
• Fully Reduced and Mixed-Valent Multi-Copper Aggregates Supported by Tetradentate Diamino Bis(thiolate) Ligands
  作者：Bo Wang、Justin Barnes、Skylar J. Ferrara、Stephen Sproules、Xiaodong Zhang、Joel T. Mague、James P. Donahue

  DOI：10.1021/acs.inorgchem.3c00784

  日期：2023.6.26
• Synthesis and Oxygenation of a Nickel(II) and Zinc(II) Dithiolate:  An Experimental and Theoretical Comparison
  作者：Craig A. Grapperhaus、Christopher S. Mullins、Pawel M. Kozlowski、Mark S. Mashuta

  DOI：10.1021/ic035205y

  日期：2004.5.1

  The diamino-dithiolato N2S2 ligand N,N'-bis-2-methyl-mercaptopropyl-N,N'-dimethylethylenediamine, H-2(bmmp-dmed), and its nickel (1) and zinc (2) complexes have been prepared and their reactivities with hydrogen peroxide investigated. Complex 1 yields a mixture of sulfenato (RSO-), 4, sulfinato (RSO2-) 3, and sulfonato (RSO3-), 5, products upon addition of H2O2. Products are separable by column chromatography. Stoichiometric addition of H2O2 to 2 yields an inseparable mixture. Excess peroxide addition results in oxygenation of the ligand to the disulfonate, 6, and decomplexation of zinc. Complexes 1, 2, and 3 and compound 6 have been investigated by X-ray crystallography, and their structures are reported. Density functional theory (DFT) calculations of 1 and 2 reveal significant sulfur p character in the HOMO of each complex. However, 1 also shows significant metal d character that is pi-antibonding with respect to the sulfur p orbitals. Complex 2 shows little metal character in the HOMO. Implications of the HOMO with respect to S-centered reactivity and metal ligand distances in S-oxygenated products are provided.
• Jeong, J. M.; Lee, Y. S.; Kim, Y. J., Journal of labelled compounds and radiopharmaceuticals, 2001, vol. 44, p. S605 - S607
  作者：Jeong, J. M.、Lee, Y. S.、Kim, Y. J.、Lee, D. S.、Chung, J. K.、Cho, J. H.、Suh, Y. G.、Lee, M. C.

  DOI：——

  日期：——