1,1,2,2-tetrakis(4-nitro-1H-pyrazol-1-yl)ethane | 1073267-97-6

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 1,1,2,2-tetrakis(4-nitro-1H-pyrazol-1-yl)ethane
• 英文别名: 4-nitro-1-[1,2,2-tris(4-nitropyrazol-1-yl)ethyl]pyrazole
• CAS: 1073267-97-6
• 化学式: C₁₄H₁₀N₁₂O₈
• 分子量: 474.309
• InChiKey: LCRALNBFRMBZDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  255
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  1,1,2,2-tetrakis(1H-pyrazol-1-yl)ethane 在 硫酸 、 硝酸 作用下， 反应 24.0h， 以81%的产率得到1,1,2,2-tetrakis(4-nitro-1H-pyrazol-1-yl)ethane
  参考文献：
  名称：

  Synthesis of ditopic ligands containing bis(1H-pyrazol-1-yl)-methane fragments

  摘要：

  New approaches have been proposed for the synthesis of compounds containing two bis(1H-pyrazol-1-yl)methane fragments. Nucleophilic replacement of the halogen atoms in appropriate tetrabromo derivatives by pyrazoles in the superbasic system KOH-DMSO gave ditopic chelating ligands: 1,1,2,2-tetrakis(1H-pyrazol-1-yl)ethane, 1,4-bis[bis(1H-pyrazol-1-yl)methyl]benzene, and 1,4-bis[bis(3,5-dimethyl-1H-pyrazol-1-yl)methyl]benzene. 1,4-Bis[bis(1H-pyrazol-1-yl)methyl]benzene was also synthesized by reaction of 1H-pyrazole with terephthalaldehyde in the presence of thionyl chloride. 1,1,2,2-Tetrakis(1H-pyrazol-1-yl)ethane was converted into the corresponding tetraiodo and tetranitro derivatives.

  DOI：

  10.1134/s1070428007110188

文献信息

• Molecular design and the optimum synthetic route of the compounds with multi-pyrazole and its derivatives and the potential application in antibacterial agents
  作者：Ji-Xiao Wang、Zi-Ran Zhu、Feng-Ying Bai、Xin-Yu Wang、Xiao-Xi Zhang、Yong-Heng Xing

  DOI：10.1016/j.poly.2015.06.020

  日期：2015.10

  Molecular design and efficient synthetic procedures have been developed for pyrazole and its derivatives with different linkers. In particular, twelve compounds with -I or -NO2 substituted groups on the pyrazole ring were synthesized for the first time. These compounds are characterized by element analysis, IR, HNMR, M.P. and X-ray diffraction. In addition, some compounds and corresponding complexes were also assayed in vitro for their ability to inhibit the growth of representative Gram-positive bacteria, Gram-negative bacteria and the fungus. It was worthwhile to note that some compounds could be used as potential antibacterial agents. (C) 2015 Elsevier Ltd. All rights reserved.