2,6-di-tert-butyl-p-quinone 1'-phthalazinylhydrazone | 1160274-43-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2,6-di-tert-butyl-p-quinone 1'-phthalazinylhydrazone
• 英文别名: 2,6-di-tert-butyl-4-(phthalazine-1(2H)-ylidenehydrazono)cyclohexa-2,5-dienone；2,6-ditert-butyl-4-(phthalazin-1-ylhydrazinylidene)cyclohexa-2,5-dien-1-one
• CAS: 1160274-43-0
• 化学式: C₂₂H₂₆N₄O
• 分子量: 362.475
• InChiKey: ACQRJSCVNKLXPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.93
• 重原子数：
  27.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  67.24
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2,6-di-tert-butyl-p-quinone 1'-phthalazinylhydrazone 、 copper diacetate 以 甲醇 为溶剂， 反应 0.5h， 以90%的产率得到
  参考文献：
  名称：

  Transition metal complexes with 2,6-Di-tert-butyl-p-quinone 1′-phthalazinylhydrazone

  摘要：

  2,6-Di-tert-butyl-p-quinone 1'-phthalazinylhydrazone (HL) was synthesized. Quantum-chemical calculations of the energy of possible tautomeric forms of the hydrazone were performed. The complexes of Zn(II), Hg(II), Ni(II), and Cu(II) of ML2 composition were obtained and studied. The structure of the NiL2 complex was established by XRD. It was shown by DFT-D3 calculations that the cis-structure of the complex is stabilized due to the interligand dispersion interaction.

  DOI：

  10.1134/s1070363213100216
• 作为产物：
  描述：

  2,6-二叔丁基苯醌 、 盐酸肼屈嗪 在 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 4.17h， 以55%的产率得到2,6-di-tert-butyl-p-quinone 1'-phthalazinylhydrazone
  参考文献：
  名称：

  Crystal structure of a trinuclear complex of zinc(II) with 2,6-Di-tert-butyl-p-quinone 1′-phthalazinylhydrazone

  摘要：

  2,6-Di-tert-butyl-p-quinone 1'-phthalazynylhydrazone (HL) is synthesized; the total energies and geometry of the possible hydrazone tautomeric forms are calculated by quantum chemical methods. The hydrazone phthalazone tautomer is shown to be the most stable, which is well consistent with the H-1 NMR spectroscopic data for hydrazone. An X-ray crystallographic analysis is performed of the hydrazone-based Zn(II) trinuclear complex, in which zinc atoms are linked by the diazine bridge of the phthalazine cycle and two pivalate bridges. The geometric properties of the monodeprotonated hydrazone residue in the complex are similar to the calculated data for the phthalazone hydrazone tautomeric form.

  DOI：

  10.1134/s0022476614030123

文献信息

• Transition metal complexes with 2,6-Di-tert-butyl-p-quinone 1′-phthalazinylhydrazone
  作者：S. I. Levchenkov、I. N. Shcherbakov、L. D. Popov、S. N. Lyubchenko、K. Yu. Suponitskii、A. A. Tsaturyan、S. S. Beloborodov、V. A. Kogan

  DOI：10.1134/s1070363213100216

  日期：2013.10

  2,6-Di-tert-butyl-p-quinone 1'-phthalazinylhydrazone (HL) was synthesized. Quantum-chemical calculations of the energy of possible tautomeric forms of the hydrazone were performed. The complexes of Zn(II), Hg(II), Ni(II), and Cu(II) of ML2 composition were obtained and studied. The structure of the NiL2 complex was established by XRD. It was shown by DFT-D3 calculations that the cis-structure of the complex is stabilized due to the interligand dispersion interaction.
• Crystal structure of a trinuclear complex of zinc(II) with 2,6-Di-tert-butyl-p-quinone 1′-phthalazinylhydrazone
  作者：A. E. Gol’dberg、M. A. Kiskin、L. D. Popov、S. I. Levchenkov、I. N. Shcherbakov、Yu. P. Tupolova、V. A. Kogan

  DOI：10.1134/s0022476614030123

  日期：2014.5

  2,6-Di-tert-butyl-p-quinone 1'-phthalazynylhydrazone (HL) is synthesized; the total energies and geometry of the possible hydrazone tautomeric forms are calculated by quantum chemical methods. The hydrazone phthalazone tautomer is shown to be the most stable, which is well consistent with the H-1 NMR spectroscopic data for hydrazone. An X-ray crystallographic analysis is performed of the hydrazone-based Zn(II) trinuclear complex, in which zinc atoms are linked by the diazine bridge of the phthalazine cycle and two pivalate bridges. The geometric properties of the monodeprotonated hydrazone residue in the complex are similar to the calculated data for the phthalazone hydrazone tautomeric form.