2-p-methoxyphenyl-1H-imidazole-4,5-dicarboxylic acid | 51294-27-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-p-methoxyphenyl-1H-imidazole-4,5-dicarboxylic acid
• 英文别名: 2-(4-methoxyphenyl)-1H-imidazole-4,5-dicarboxylic acid
• CAS: 51294-27-0
• 化学式: C₁₂H₁₀N₂O₅
• 分子量: 262.222
• InChiKey: KEGVBZHERLMFBS-UHFFFAOYSA-N

物化性质

• 沸点：
  617.4±50.0 °C(Predicted)
• 密度：
  1.495±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  cobalt(II) chloride hexahydrate 、 2-p-methoxyphenyl-1H-imidazole-4,5-dicarboxylic acid 在 三乙胺 作用下， 以 水 为溶剂， 反应 72.0h， 以43%的产率得到[Co(2-p-methoxyphenyl-1H-imidazole-4,5-dicarboxylic acid(-1H))₂(H₂O)₂]
  参考文献：
  名称：

  Two Novel Supramolecular Complexes Built by 2-propyl or 2-p-methoxyphenyl Imidazole Dicarboxylate Ligands

  摘要：

  Two complexes, [Cu(H2PIDC)2(H2O)] (H3PIDC = 2-propyl- 1H-imidazole-4,5-dicarboxylic acid) (1) and [Co(H2MOPhIDC)2 (H2O)2] (H3MOPhIDC = 2-p-methoxyphenyl-1H-imidazole-4,5-dicarboxylic acid) (2), have been hydro(solvo)thermally synthesized and characterized by IR spectroscopy, elemental analysis, PXRD, and single-crystal X-ray diffraction. Both two complexes show three-dimensional supramolecular structures supported by intermolecular H-bonds. The thermal properties of the two complexes have been investigated as well.

  DOI：

  10.1080/15533174.2012.740714

文献信息

• Channel regulation through solvents for <scp>Cd‐MOFs</scp> based on <i>p</i> ‐methoxyphenyl imidazole dicarboxylate: Synthesis, crystal structure, fluorescence, and explosive identification
  作者：Yuxuan Jiang、Jianping Dong、Ruixue Li、Fugang Sun、Huilu Wu

  DOI：10.1002/jccs.202100377

  日期：2022.2

  solvent systems, the reaction of Cd(NO3)2·4H2O with 2-p-methoxyphenyl-1H-imidazole-4,5-dicarboxylic acid (p-H3MOPhIDC) ligand produce two new Cd-MOFs, [Cd(p-HMOPhIDC)(C2H5OH)]n (1) and [Cd2(p-HMOPhIDC)2(Py)(C2H5OH)]n (2). Structural analysis shows that although the two Cd-MOFs have the same six-coordinated distorted octahedron geometry of the Cd(II) centers and the similar framework structure, they have

  在不同溶剂体系下，Cd(NO 3 ) 2 ·4H 2 O与2-对甲氧基苯基-1 H-咪唑-4,5-二甲酸( p -H 3 MOPhIDC)配体反应生成两种新型Cd-MOFs , [Cd( p -HMOPhIDC)(C 2 H 5 OH)] n ( 1 ) 和 [Cd 2 ( p -HMOPhIDC) 2 (Py)(C 2 H 5 OH)] n ( 2）。结构分析表明，虽然两种Cd-MOFs具有相同的Cd(II)中心六配位扭曲八面体几何结构和相似的骨架结构，但它们在通道中具有不同的配位聚合单元对称性和内部环境。其中，Cd-MOFs 1通道中的聚合单元是中心对称的，而Cd-MOFs 2通道中的聚合单元是不对称的。与游离的p -H 3相比MOPhIDC配体，固态的两种Cd-MOF的荧光峰发生了轻微的红移和增强。这是由于金属离子与配体配位后，配体的刚性增加，减少了热振动的能量损失。Cd-MOFs
• Solvothermal syntheses, crystal structures and properties of four polymers built by <i>p</i>-methoxyphenyl imidazole dicarboxylates
  作者：Xi Liang、Jing Wang、Qi Wang、Qingxia Zhang、Gang Li

  DOI：10.1080/10610278.2016.1202414

  日期：2017.4.3

  Abstract By employing 2-(4-methoxyphenyl)-1H-imidazole-4,5-dicarboxylic acid (p-MOPhH3IDC) to react with Cd(II), Zn(II) and Sr(II) ions, four polymers, [Cd(p-MOPhHIDC)(2,2′-bipy)]n (2,2′-bipy = 2,2′-bipyridine) (1), [Zn0.5(p-MOPhH2IDC)·H2O]n (2), [Cd4(p-MOPhHIDC)4(C2H5OH)2(H2O)2]·4C2H5OH·2H2O}n (3) and [Sr2(H2MOPhIDC)2(C8H4O4)(H2O)6]·6H2O}n (4) have been solvothermally synthesised and structurally

  摘要 采用 2-(4-甲氧基苯基)-1H-咪唑-4,5-二羧酸 (p-MOPhH3IDC) 与 Cd(II)、Zn(II) 和 Sr(II) 离子反应，得到四种聚合物，[Cd (p-MOPhHIDC)(2,2'-bipy)]n (2,2'-bipy = 2,2'-联吡啶) (1), [Zn0.5(p-MOPhH2IDC)· ]n (2) , [Cd4(p-MOPhHIDC)4(C2H5OH)2(H2O)2]·4C2H5OH·2 }n (3) 和 [Sr2(H2MOPhIDC)2(C8H4O4)( )6]·6 }n (4) ) 已通过溶剂热合成并通过单晶 X 射线衍射进行结构表征。聚合物 1 是在同一侧附加 2,2'-bipy 的链。聚合物 2 是二维菱形网格结构。芳族基团之间的 π⋯π 相互作用为 1 和 2 的固态结构提供了额外的稳定性。聚合物 3 显示了带有 1D 开放通道的
• Electrocatalytic hydrogen evolution at carbon paste electrodes doped with a manganese(II) imidazoledicarboxylate complex
  作者：Zhengwei Wu、Tiantian Wan、Xiaoxia Kong、Qinqin Shen、Kaiyi Li、Huilu Wu

  DOI：10.1515/znb-2023-0027

  日期：2023.9.26

  A mononuclear Mn(II) complex [Mn(p-MOPhH₂IDC)₂(H₂O)₂]·2(DMF), was synthesized by the reaction of p-MOPhH₃IDC (2-(4-methoxyphenyl)-1H-imidazole-4,5-dicarboxylic acid) and Mn(CH₃COO)₂·4H₂O under solvothermal conditions and characterized by single-crystal X-ray diffraction, elemental analysis, IR and UV–vis spectroscopy. The structure analysis revealed that the manganese(II) center has a six-coordinated octahedral coordination geometry. The performance of a Mn(II) complex-doped carbon paste electrode (Mn-CPE) in the electrocatalytic hydrogen evolution reaction (HER) was evaluated by linear sweep voltammetry (LSV) and electrochemical impedance spectroscopy (EIS) methods. The polarization curve shows that the η ₁₀ ^298K (overpotential, 10 mA cm⁻²) of the Mn-CPE was positively shifted by 341 mV compared with the bare CPE (without complex). The Tafel slope of the Mn-CPE was 161 mV dec⁻¹. These data indicate that the Mn-CPE was effective in the HER electrocatalytic reaction. For EIS experiments, the arc diameter of the high-frequency region of the Mn-CPE was much smaller than that of the bare CPE, which further indicates the effective catalytic capacity of the Mn(II) complex for hydrogen evolution. The information obtained from this study will help to expand the application of Mn(II) complexes in the field of electrochemistry.

  摘要 在溶热条件下，由 p-MOPh3IDC（2-(4-甲氧基苯基)-1H-咪唑-4,5-二羧酸）和锰（CH3COO）2-4 反应合成了单核锰（II）配合物 [Mn(p-MOPh2IDC)2(H2O)2]-2(DMF)，并通过单晶 X 射线衍射、元素分析、红外光谱和紫外可见光谱对其进行了表征。结构分析表明，锰（II）中心具有六配位的八面体配位几何。通过线性扫描伏安法（LSV）和电化学阻抗谱法（EIS）评估了掺杂锰（II）配合物的碳浆电极（Mn-CPE）在电催化氢进化反应（HER）中的性能。极化曲线显示，η 10 298K（过电位，10 mA cm-2）与裸 CPE（不含复合物）相比正移了 341 mV。Mn-CPE 的塔菲尔斜率为 161 mV dec-1。这些数据表明，Mn-CPE 在 HER 电催化反应中是有效的。在 EIS 实验中，Mn-CPE 高频区的电弧直径远小于裸 CPE，这进一步表明了 Mn（II）复合物对氢气进化的有效催化能力。本研究获得的信息将有助于扩大锰（II）配合物在电化学领域的应用。
• Extended Structures Supported by Hydrogen Bonding and π-π Interaction: Syntheses and Characterizations of Two Complexes with Phenyl Imidazole Dicarboxylates
  作者：Bingbing Shi、Li Li、Pengfei Yuan、Gang Li

  DOI：10.1080/15533174.2013.801861

  日期：2014.10.21

  By hydrothermal reactions of Cd(NO3)(2)center dot 4H(2)O and MnCl2 with 2-(p-methoxyphenyl)-1H-imidazole-4,5-dicarboxylic acid (p-MOPhH3IDC) in the presence of 2,2 '-bipyridine (2,2 '-bipy), and 2-(p-methylphenyl)-1H-imidazole-4,5-dicarboxylic acid (p-MePhH3IDC), respectively, two novel supramolecular complexes, [Cd(p-MOPhH2IDC)(2)(2,2 '-bipy)] (1) and [Mn(p-MePhH2IDC)(2)(H2O)(2)] (2), have been synthesized and structurally characterized by single-crystal X-ray diffraction, elemental analyses, and IR spectroscopy. The existences of both hydrogen bonding and pi-pi stacking interactions between the aromatic groups contribute to the structural stabilities of 1 and 2. Furthermore, thermal and photoluminescent properties of the two complexes have been investigated.
• Channel regulation for four Cd-MOFs with phenylimidazole dicarboxylic acid: Synthesis, crystal structure and solid fluorescence properties
  作者：Yue Lv、Wei Gao、Cailing Fei、Jiaqi Zhang、Zhengwei Wu、Huilu Wu

  DOI：10.1016/j.ica.2023.121759

  日期：2023.12