1,3-bis(3,5-dimethylpyrazol-1-yl)-2-butanoic acid | 850012-83-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,3-bis(3,5-dimethylpyrazol-1-yl)-2-butanoic acid
• 英文别名: Hbdmpb；3-(3,5-Dimethylpyrazol-1-yl)-2-[(3,5-dimethylpyrazol-1-yl)methyl]propanoic acid；3-(3,5-dimethylpyrazol-1-yl)-2-[(3,5-dimethylpyrazol-1-yl)methyl]propanoic acid
• CAS: 850012-83-8
• 化学式: C₁₄H₂₀N₄O₂
• 分子量: 276.338
• InChiKey: NYWVYJDFYJKABB-UHFFFAOYSA-N

物化性质

• 沸点：
  464.5±45.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  溶剂黄146 、 sodium hydroxide 、 水 、 1,3-bis(3,5-dimethylpyrazol-1-yl)-2-butanoic acid 、 copper(II) nitrate trihydrate 以 水 为溶剂， 以70%的产率得到[Cu(II)(1,3-bis(3,5-dimethylpyrazol-1-yl)-2-butanoate)2(acetate)(H2O)] tetrahydrate
  参考文献：
  名称：

  A tridentate bis(pyrazolyl) ligand binds to Cu(II), without using the pyrazole group: a very unusual coordination mode of the ligand Hbdmpb, 1,3-bis(3,5-dimethylpyrazol-1-yl)-2-butanoic acid

  摘要：

  A new pyrazole-based ligand, namely 1,3-bis(3,5-dimethylpyrazol-1-yl)-2-butanoic acid (Hbdmpb) was synthesised together with its copper complex Na[Cu(bdmpb)(2)(OOCCH3)H2O]center dot 4H(2)O. Both the free ligand and its Cu compound were fully characterised and their crystal structures were determined by X-ray analysis. The free-ligand molecular structure is uneventful. The Cu compound is highly unusual, as the pyrazole nitrogen atoms do not bind to the Cu ion. The copper(II) ion is coordinated by four nearly coplanar oxygen atoms from two dehydronated ligands bdmpb (Cu-O(1a) 1.942(4), Cu-O(1b) 1.933(4) angstrom), a monodentate acetate group (CuO(1) 1.927(3) angstrom) and a water molecule (Cu-O(1w) 1.937(4) angstrom). The nitrogen atoms of the pyrazole rings do not coordinate to the metal center, but instead are involved in strong intramolecular hydrogen bonds. The coordinated water molecule is strongly H-bonded to two pyrazole N atoms from two bdmpb ligands (N(12a)center dot center dot center dot H-O(1w) 2.762(7), N(12b)center dot center dot center dot H-O(1w) 2.774(7) angstrom). The other two pyrazole N atoms with a lone pair are hydrogen-bonded to water molecules in the lattice (N(22a)center dot center dot center dot H-O(2w) 2.763(7), N(22b)center dot center dot center dot H-O(6w) 2.892(7) angstrom). The sodium ion is six-coordinated by the oxygen atom O(2) of the acetato ligand and by five water molecules. The EPR spectrum recorded in the solid state shows a characteristic signal for an axial anisotropic S = 1/2 species. The spectrum recorded in methanol glass confirms the absence of the coordination of pyrazole nitrogen atoms to the copper centers. (c) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2004.10.004