N,N'-propylenebis(methyl-2-amino-1-cyclopentenedithiocarboxylate) | 79957-31-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代羰基化合物
• 英文名称: N,N'-propylenebis(methyl-2-amino-1-cyclopentenedithiocarboxylate)
• 英文别名: Methyl 2-[3-[(2-methylsulfanylcarbothioylcyclopenten-1-yl)amino]propylamino]cyclopentene-1-carbodithioate；methyl 2-[3-[(2-methylsulfanylcarbothioylcyclopenten-1-yl)amino]propylamino]cyclopentene-1-carbodithioate
• CAS: 79957-31-6
• 化学式: C₁₇H₂₆N₂S₄
• 分子量: 386.671
• InChiKey: HXSOURHCQDDGQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  139
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N'-propylenebis(methyl-2-amino-1-cyclopentenedithiocarboxylate) 在 水 作用下， 生成 methyl 2-(3-aminopropylamino)cyclopent-1-enedithiocarboxylate
  参考文献：
  名称：

  来自 NNOS 供体不对称四齿席夫碱配体的镍 (II) 和铜 (II) 配合物：合成、表征和热力学研究

  摘要：

  通过 2-(3-氨基丙氨基) 环戊烯二硫代羧酸甲酯 (Hcdpd) 与一些取代的水杨醛、2-羟基苯乙酮和 2-羟基二苯甲酮缩合获得了 NNOS 配位球。此外，还制备了这些配体的金属配合物（M = Cu、Ni），并通过元素分析、IR、1H NMR、UV-Vis 和质谱进行了表征。使用 UV-Vis 测量了形成常数和热力学自由能分光光度法滴定在 25°C 的 DMF 中以恒定离子强度 0.1 M (NaClO4) 形成 1:1 络合物。镍和铜配合物形成的趋势如下：[M(cdMesalpd)] > [(Mcdsalpd)] > [M(cdPhsalpd)] 和[M(cd5OMesalpd)] > [M(cd3OMesalpd)] > [M(cd4OMesalpd)] 和 [M(cd5OMesalpd)] > [M(cdsalpd)] > [M(cd5Brsalpd)] > [M(cd5Clsalpd)]

  DOI：

  10.1080/10426500903074841
• 作为产物：
  描述：

  2-amino-cyclopent-1-enecarbodithioic acid 反应 24.0h， 生成 N,N'-propylenebis(methyl-2-amino-1-cyclopentenedithiocarboxylate)
  参考文献：
  名称：

  Nickel(II) complexes of the unsymmetrical tetradentate Schiff base of methyl-2-(N-2′-aminoethane), (1-methyl-2′-aminoethane), (3-aminopropylamino)cyclopentenedithiocarboxylate: Synthesis, characterization, thermodynamic and computational studies

  摘要：

  Five new unsymmetrical Schiff bases containing NNOS coordination sphere and their Ni(II) complexes, NiLX (where X = 1-5, and L-1 = methyl-2-{N-[2-(acetone)triflourolidynenitrilo]ethyliamino-1-cyclopentenedithi-ocarboxylate, L-2 = methyl-2-{N-[2-(acetone)ethylidyneni-trilolethyliamino-1-cyclopentenedithiocarboxylate, L-3 = methyl-2-{N-[2-(acetone)phenylidy-nenitrilo]ethyl}amino-1-cyclopentenedithiocarboxylate, L-4 = methyl-2-{[1-methyl-2-(ace-tone)ethylidynenitrilo]ethyl}amino-1-cyclopentenedithiocarboxylate, L-5 = methyl-2-{[1-methyl-2-(acetone)ethylidynenitrilo]propyllamino-1-cyclopentenedithiocarboxylate) were synthesized and characterized by different chemical techniques such as elemental analysis, infrared spectra, NMR, mass and UV-Vis spectroscopy. The formation constants and the thermodynamic free energies were measured using UV-Vis spectrophotometry titration for 1:1 complex formation at constant ionic strength 0.01 M (NaClO4), at 25 degrees C in DMF solvent. The trend of the complex formation of the nickel complexes is as follow: NiL2 > NiL3 > NiL1 and NiL4 > NiL2 > NiL5. Also, the GAUSSIAN03 program package was used for calculating of structural, electronic and orbital's properties of the complexes. All calculations were done in gas phase. The DFT calculations supported the experimental formation constant. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2013.05.001

文献信息

• Nickel (II) and Copper (II) Complexes Derived from NNOS Donor Unsymmetrical Tetradentate Schiff Base Ligands: Synthesis, Characterization, and Thermodynamic Studies
  作者：Mozaffar Asadi、Sheida Esmaielzadeh、Khosro Mohammadi

  DOI：10.1080/10426500903074841

  日期：2010.6.30

  the metal complexes (M = Cu, Ni) of these ligands were prepared and characterized by elemental analysis, IR, 1H NMR, UV-Vis, and mass spectrometry.The formation constants and the thermodynamic free energies were measured using UV-Vis spectrophotometry titration for 1:1 complex formation at constant ionic strength 0.1 M (NaClO4) at 25°C in DMF. The trend of the complex formation of the nickel and copper

  通过 2-(3-氨基丙氨基) 环戊烯二硫代羧酸甲酯 (Hcdpd) 与一些取代的水杨醛、2-羟基苯乙酮和 2-羟基二苯甲酮缩合获得了 NNOS 配位球。此外，还制备了这些配体的金属配合物（M = Cu、Ni），并通过元素分析、IR、1H NMR、UV-Vis 和质谱进行了表征。使用 UV-Vis 测量了形成常数和热力学自由能分光光度法滴定在 25°C 的 DMF 中以恒定离子强度 0.1 M (NaClO4) 形成 1:1 络合物。镍和铜配合物形成的趋势如下：[M(cdMesalpd)] > [(Mcdsalpd)] > [M(cdPhsalpd)] 和[M(cd5OMesalpd)] > [M(cd3OMesalpd)] > [M(cd4OMesalpd)] 和 [M(cd5OMesalpd)] > [M(cdsalpd)] > [M(cd5Brsalpd)] > [M(cd5Clsalpd)]
• Preparation, characterization and electron spin resonance study of a low spin Co(II) N2S2 complex
  作者：Robert D. Bereman、Jay R. Dorfman、Choi Sung-Nak

  DOI：10.1016/s0020-1693(00)86827-9

  日期：1992.12
• Nickel(II) complexes of the unsymmetrical tetradentate Schiff base of methyl-2-(N-2′-aminoethane), (1-methyl-2′-aminoethane), (3-aminopropylamino)cyclopentenedithiocarboxylate: Synthesis, characterization, thermodynamic and computational studies
  作者：Sheida Esmaielzadeh、Leila Azimian、Khadijeh Shekoohi、Hadi Esfandiari、Mozaffar Asadi、Zohreh Zare、Ayoub Rahmani Nejad、Khosro Mohammadi

  DOI：10.1016/j.ica.2013.05.001

  日期：2013.8

  Five new unsymmetrical Schiff bases containing NNOS coordination sphere and their Ni(II) complexes, NiLX (where X = 1-5, and L-1 = methyl-2-N-[2-(acetone)triflourolidynenitrilo]ethyliamino-1-cyclopentenedithi-ocarboxylate, L-2 = methyl-2-N-[2-(acetone)ethylidyneni-trilolethyliamino-1-cyclopentenedithiocarboxylate, L-3 = methyl-2-N-[2-(acetone)phenylidy-nenitrilo]ethyl}amino-1-cyclopentenedithiocarboxylate, L-4 = methyl-2-[1-methyl-2-(ace-tone)ethylidynenitrilo]ethyl}amino-1-cyclopentenedithiocarboxylate, L-5 = methyl-2-[1-methyl-2-(acetone)ethylidynenitrilo]propyllamino-1-cyclopentenedithiocarboxylate) were synthesized and characterized by different chemical techniques such as elemental analysis, infrared spectra, NMR, mass and UV-Vis spectroscopy. The formation constants and the thermodynamic free energies were measured using UV-Vis spectrophotometry titration for 1:1 complex formation at constant ionic strength 0.01 M (NaClO4), at 25 degrees C in DMF solvent. The trend of the complex formation of the nickel complexes is as follow: NiL2 > NiL3 > NiL1 and NiL4 > NiL2 > NiL5. Also, the GAUSSIAN03 program package was used for calculating of structural, electronic and orbital's properties of the complexes. All calculations were done in gas phase. The DFT calculations supported the experimental formation constant. (C) 2013 Elsevier B.V. All rights reserved.