di-2-pyridylketone semicarbazone | 74833-50-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: di-2-pyridylketone semicarbazone
• 英文别名: di-2-pyridylketonesemicarbazone；di-[2]pyridyl ketone semicarbazone；Di-[2]pyridyl-keton-semicarbazon；Di-2-pyridylketone semicarbazone；(dipyridin-2-ylmethylideneamino)urea
• CAS: 74833-50-4
• 化学式: C₁₂H₁₁N₅O
• 分子量: 241.252
• InChiKey: KZPOQXLHOLGVRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  93.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  di-2-pyridylketone semicarbazone 、 cadmium(II) chloride 以 乙腈 为溶剂， 生成 [CdCl2(η2-N,N-di-2-pyridylketonesemicarbazone)]
  参考文献：
  名称：

  Spectroscopic, and electrochemical studies of [MCl2(η2-N,N-dpksc)] (M=Zn, Cd, Hg and dpksc=di-2-pyridylketone semicarbazone)

  摘要：

  A series of group 12 metal chlorides of dpksc of the type [MCl2(eta(2)-N,N-dpksc)] (M = Zn, Cd and Hg) were synthesized from the reactions between MCl2 and dpksc in refluxing CH3CN. Spectroscopic measurements performed on protophilic solutions of [MCl2(eta(2)-N,N-dpksc)] divulged sensitivity of [MCl2(eta N-2,N-dpksc-H)](-) to changes in their surroundings. Variable temperature 1H NMR studies revealed the amine protons to be more sensitive to temperature variations compared to the amide and aromatic protons. Electronic absorption spectral measurements disclosed acid-base inter-conversion between [MCl2(eta N-2,N-dpksc-H)](-) and its conjugate base [MCl2(eta N-2,N-dpksc-H)]. In dmf, the acidity of IMCl2(eta(2)-N,N-dpksc)] increases in the following order: [ZnCl2(eta(2)-N,N-dpksc)] > [CdCl2(eta(2)-N,N-dpksc)] > [HgCl2(eta(2)-N,N-dpksc)]. The electrochemical properties of IMCl2(eta(2)-N,N-dpksc)] are dominated by a series of irreversible redox transformations pointing to electrochemical decomposition of [MCl2(eta(2)-N,N-dpksc)] upon electronic transfers. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.02.027
• 作为产物：
  描述：

  2-二吡啶基酮 、 S-(4-叔-丁基苯甲基)[2-(1-甲基丁基)吡啶-3-基]硫代氨基甲酸酯 以 甲醇 为溶剂， 反应 3.0h， 生成 di-2-pyridylketone semicarbazone
  参考文献：
  名称：

  Spectroscopic, and electrochemical studies of [MCl2(η2-N,N-dpksc)] (M=Zn, Cd, Hg and dpksc=di-2-pyridylketone semicarbazone)

  摘要：

  A series of group 12 metal chlorides of dpksc of the type [MCl2(eta(2)-N,N-dpksc)] (M = Zn, Cd and Hg) were synthesized from the reactions between MCl2 and dpksc in refluxing CH3CN. Spectroscopic measurements performed on protophilic solutions of [MCl2(eta(2)-N,N-dpksc)] divulged sensitivity of [MCl2(eta N-2,N-dpksc-H)](-) to changes in their surroundings. Variable temperature 1H NMR studies revealed the amine protons to be more sensitive to temperature variations compared to the amide and aromatic protons. Electronic absorption spectral measurements disclosed acid-base inter-conversion between [MCl2(eta N-2,N-dpksc-H)](-) and its conjugate base [MCl2(eta N-2,N-dpksc-H)]. In dmf, the acidity of IMCl2(eta(2)-N,N-dpksc)] increases in the following order: [ZnCl2(eta(2)-N,N-dpksc)] > [CdCl2(eta(2)-N,N-dpksc)] > [HgCl2(eta(2)-N,N-dpksc)]. The electrochemical properties of IMCl2(eta(2)-N,N-dpksc)] are dominated by a series of irreversible redox transformations pointing to electrochemical decomposition of [MCl2(eta(2)-N,N-dpksc)] upon electronic transfers. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2013.02.027

文献信息

• Synthesis and characterization of lead(II)-semicarbazone complexes. Crystal structures of dinitrato di-2-pyridylketone semicarbazone lead(II) and dichloro cyclohexane-1,2-dione bis(semicarbazone) dimethylformamide lead(II)
  作者：Luigi Pietro Battaglia、Marisa Belicchi Ferrari、Rocco Boggia

  DOI：10.1016/0020-1693(93)03680-9

  日期：1994.1

  Two new heptacoordinated semicarbazone lead complexes [Pb(Hdips)(NO3)2] (1) and [Pb(H2chds)Cl2(dmf)] (2) (Hdipsdi-2-pyridylketone semicarbazone; H2chdscyclohexane-1,2-dione bis(semicarbazone)) were synthesized and characterized by conventional methods and X-ray crystal analysis. Compound 1 is triclinic, a =7.856(1), b=8.148(1), c=13.788(1) A, α=74.39(1), β=82.77(1), γ=77.21(1)°, space group P1, Z=2

  两种新的七配位半脲铅复合物[Pb（Hdips）（NO3）2]（1）和[Pb（H2chds）Cl2（dmf）]（2）（Hdipsdi-2-pyridylketonesemicarbazone;H2chds环己烷-1,2合成并通过常规方法和X射线晶体分析对其进行了表征。化合物1是三斜晶系的，a = 7.856（1），b = 8.148（1），c = 13.788（1）A，α= 74.39（1），β= 82.77（1），γ= 77.21（1）°，空间组P1，Z = 2，R = 0.0241。配体占据了七配位金属的三个位点：PbO（1）2.548（4），PbN（3）2.547（4），PbN（5）2.598（4）A；这两个不对称的硝酸盐基团完成了与PbO（2）2.651（5），PbO（3）2.801（5）A和PbO（5）2.676（6），PbO（7）2.755的配位（4）A.配位多
• Preparation and chromogenic properties of semicarbazones containing the ferroin group
  作者：Francis H. Case、Alfred A. Schilt

  DOI：10.1021/je60087a029

  日期：1980.10
• Di-2-pyridylketone semicarbazone as ligand in metal complexes: synthesis and X-ray crystal structure
  作者：Luigi P. Battaglia、Pier Giovanni Berzolla、Anna Bonamartini Corradi、Corrado Pelizzi

  DOI：10.1007/bf01185546

  日期：1993.12

  A series of complexes of di-2-pyridylketone semicarbazone (Hdips) and Mn(ZI), Co(III), Co(m), Ni(II)) and Cu(II) nitrates were synthesized and characterized by means of IR spectroscopy and for cobalt and nickel by X-ray crystal structures. The results are in agreement with the formulae: Mn(Hdips)(2)(NO3)(2).2H(2)O, [Co(Hdips)(2)](NO3)(2).H2O (I), [Ni(Hdips)(2)](NO3)(2).H2O Cu(Hdips)(NO3)(2).2H(2)O, [Co(dips)(2)](NO3).2H(2)O (m). The structure of I and II are monoclinic, space group P2(I)/c, with, I, a=15.980(4), b=11.531(2), c=16.170(2)Angstrom; beta=104.20(2)degrees, Z=4, R=0.032; II, a=16.109(5), b=11.480(3), c=16.135(6)Angstrom; beta=104.15(2)degrees, Z=4, R=0.069. Compound III is also monoclinic, space group P2(I)/c with a=12.173(5), b=15.619(5), c=15.338(8)Angstrom; beta=111.40(4)degrees, Z=4, R=0.059. In these complexes the ligand is tridentate via carbonylic oxygen, semicarbazone and pyridine nitrogens forming each two five membered chelate rings with the metal in a distorted octahedral geometry.
• Spectroscopic, and electrochemical studies of [MCl2(η2-N,N-dpksc)] (M=Zn, Cd, Hg and dpksc=di-2-pyridylketone semicarbazone)
  作者：Mohammed Bakir、Covel McDermot、Toni Johnson

  DOI：10.1016/j.molstruc.2013.02.027

  日期：2013.5

  A series of group 12 metal chlorides of dpksc of the type [MCl2(eta(2)-N,N-dpksc)] (M = Zn, Cd and Hg) were synthesized from the reactions between MCl2 and dpksc in refluxing CH3CN. Spectroscopic measurements performed on protophilic solutions of [MCl2(eta(2)-N,N-dpksc)] divulged sensitivity of [MCl2(eta N-2,N-dpksc-H)](-) to changes in their surroundings. Variable temperature 1H NMR studies revealed the amine protons to be more sensitive to temperature variations compared to the amide and aromatic protons. Electronic absorption spectral measurements disclosed acid-base inter-conversion between [MCl2(eta N-2,N-dpksc-H)](-) and its conjugate base [MCl2(eta N-2,N-dpksc-H)]. In dmf, the acidity of IMCl2(eta(2)-N,N-dpksc)] increases in the following order: [ZnCl2(eta(2)-N,N-dpksc)] > [CdCl2(eta(2)-N,N-dpksc)] > [HgCl2(eta(2)-N,N-dpksc)]. The electrochemical properties of IMCl2(eta(2)-N,N-dpksc)] are dominated by a series of irreversible redox transformations pointing to electrochemical decomposition of [MCl2(eta(2)-N,N-dpksc)] upon electronic transfers. (C) 2013 Elsevier B.V. All rights reserved.