5,5-(吡啶-3,5-二基)二间苯二甲酸 | 1433029-60-7

• 物质功能分类: 医药中间体 - 吡啶类化合物
• 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
• 中文名称: 5,5-(吡啶-3,5-二基)二间苯二甲酸
• 英文名称: 3,5-bis(3,5-dicarboxylphenyl)pyridine
• 英文别名: 5,5'-(Pyridine-3,5-diyl)diisophthalic acid；5-[5-(3,5-dicarboxyphenyl)pyridin-3-yl]benzene-1,3-dicarboxylic acid
• CAS: 1433029-60-7
• 化学式: C₂₁H₁₃NO₈
• 分子量: 407.336
• InChiKey: WDFYUCKWERMMKR-UHFFFAOYSA-N

物化性质

• 沸点：
  837.5±65.0 °C(Predicted)
• 密度：
  1.546±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  162
• 氢给体数：
  4
• 氢受体数：
  9

安全信息

• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340+P312,P305+P351+P338,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H315,H319,H335

反应信息

• 作为反应物：
  描述：

  europium(III) nitrate hexahydrate 、 5,5-(吡啶-3,5-二基)二间苯二甲酸 、 N,N-二甲基甲酰胺 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 72.0h， 以83%的产率得到
  参考文献：
  名称：

  Layer-structured lanthanide coordination polymers constructed from 3,5-bis(3,5-dicarboxylphenyl)-pyridine ligand as fluorescent probe for nitroaromatics and metal ions

  摘要：

  A series of lanthanide coordination polymers (Ln-CPs) {(Me2NH2+)[Ln(L)(H2O)(2)]}(n) (1-5) [Ln = Eu(1), Tb(2), Gd(3), Sm(4) and Pr(5)], were synthesized through the self-assembly of symmetric tetracarboxylic acid 3,5-bis (3,5-dicarboxylphenyl)-pyridine (H4L) and different lanthanide ions. Ln-CPs 1-5 are isostructural and show two-dimensional (2D) layered structure constructed from LnO(9) tricapped trigonal prisms and L4- ligands. Solid state luminescent studies illustrate that 1, 2 and 4 exhibit the characteristic emission of the corresponding Ln(3+) ions, while 3 reveals blue emission arising from the organic ligand and 5 shows characteristic luminescence emission bands of Pr3+ ions in the near-infrared region (NIR). Notably, 1 exhibits good luminescent sensing for metal ions, such as Cr2O72- ions, MnO4- ions, Fe3+ ions, and small organic molecules, including acetone and trini-trophenol (TNP).

  DOI：

  10.1016/j.ica.2018.08.050
• 作为产物：
  描述：

  tetraethyl 5,5’-(pyridine-3,5-diyl)diisophthalate 在 水 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 5,5-(吡啶-3,5-二基)二间苯二甲酸
  参考文献：
  名称：

  通过配位截断策略从功能化二间苯二甲酸酯配体组装而成的同构金属有机框架

  摘要：

  由一系列二间苯二甲酸酯配体合成了具有各种功能化孔表面的四个同构金属-有机骨架（MOF）。这些MOF展现了{4.6 4 .8} 2 {4 2 .6 4 } {6 4 .8 2 } 2 {6 6 }的新网络拓扑。高达2.67％（重量）在77 K / 1巴和CO氢吸收2在297 K / 1巴摄取的15.4％（重量）已观察到PCN-308，其含有 CF 3个基团。MOF的等结构系列还显示出CO 2对CH 4和N 2的合理吸附选择性。

  DOI：

  10.1002/chem.201203297

文献信息

• White-Light-Emitting Materials and Highly Sensitive Detection of Fe³⁺ and Polychlorinated Benzenes Based on Ln-Metal–Organic Frameworks
  作者：Jing-Jing Huang、Jie-Hui Yu、Fu-Quan Bai、Ji-Qing Xu

  DOI：10.1021/acs.cgd.8b00773

  日期：2018.9.5

  three new isomorphic Ln-metal–organic framework (Ln-MOF) materials [(CH3)2NH2]2[Ln2(L)2(H2O)2]·2DMF·2H2O (Ln3+ = Tb3+1, Eu3+2, Gd3+3; DMF = N,N-dimethylformamide). Since the pyridyl N atom does not coordinate to Ln3+, the larger pores are observed in the three-dimensional networks of 1–3. On the basis of their photoluminescence properties, the white-light-emitting materials 4–7 with longer fluorescence

  我们采用刚性桥联型四羧酸分子，即5,5'-（吡啶-3,5-二基）二间苯二甲酸（H 4 L；包含两个间苯二甲酸部分和一个吡啶间隔基），构建了三个新的同构异构体Ln-金属有机骨架（Ln-MOF）材料[（CH 3）2 NH 2 ] 2 [Ln 2（L）2（H 2 O）2 ]·2DMF·2H 2 O（Ln 3+ = Tb 3+ 1，Eu 3+ 2，Gd 3+ 3 ; DMF = N，N-二甲基甲酰胺）。由于吡啶基N-原子不坐标至Ln 3+，较大的孔在的三维网络观察到1 - 3。在他们的光致发光特性时，白色光的发光材料的基础4 - 7具有较长荧光寿命（毫秒级）和高量子产率（例如，对于48.29％5）被制造。我们还发现标题为Ln-MOF的材料不仅可以选择性地感测多氯苯，而且可以高度灵敏地检测到Fe 3+离子（K sv = 7.58×10 4 M –1）。这应与这三个结构性因素中相关联1 - 3：L的较大的π共轭结构4-
• Functionalization of MOFs <i>via</i> a mixed-ligand strategy: enhanced CO₂ uptake by pore surface modification
  作者：Bo Liu、Hui-Fang Zhou、Lei Hou、Yao-Yu Wang

  DOI：10.1039/c8dt00502h

  日期：——

  uncommon (3,3,4,6)-connected topology. In particular, 1 contains two shapes of 1D open channels with suitable pore sizes, high porosity, and a highly polar pore system decorated with uncoordinated N atoms and carboxylic O atoms, providing a good environment for selective adsorption of CO2. Inspired by the structure of 1 and reticular chemistry, 5-amino-1H-tetrazole (ATZ) was used to replace 1H-tetrazole

  一种新的Zn（II）金属-有机骨架[Me 2 NH 2 ] [Zn 2（BDPP）（HTZ）]·4DMF（1）（H 4 BDPP = 3,5-双（3,5-二羧基苯基）吡啶，HTZ = 1 H-四唑）已在溶剂热条件下通过使用混合配体策略构建。结构分析表明1是一个基于4种二级建筑单元（SBU）的3D框架，它呈现了一种由四级SBU构成的稀有结构，并显示了一个不常见的（3,3,4,6）连接拓扑。特别是1包含两种形状的一维开放通道，具有适当的孔径，高孔隙率和高极性的孔隙系统，该孔隙系统装饰有未配位的N原子和羧基O原子，为选择性吸附CO 2提供了良好的环境。受1的结构和网状化学的启发，使用5-氨基-1 H-四唑（ATZ）代替1 H-四唑，以通过孔表面改性来增强CO 2的吸附能力。结果，成功地构建了氨基官能化的MOF，即[Me 2 NH 2 ] [Zn 2（BDPP）（ATZ）]·4DMF（1-NH 2）。1-NH
• A dual-functional MOF for high proton conduction and sensitive detection of ascorbic acid
  作者：Shu-Fang Zhou、Biao-Biao Hao、Tian Lin、Chen-Xi Zhang、Qing-Lun Wang

  DOI：10.1039/d0dt02834g

  日期：——

  A new Eu-MOF detects AA with turn off fluorescence and the proton conductivity of the Im@Eu-MOF is ten times higher than that of the En-MOF.

  一种新的Eu-MOF通过关闭荧光检测AA，而Im@Eu-MOF的质子导电性比En-MOF高出十倍。
• Cu(II)-organic framework for selective CO₂/N₂ separation and protective effect on hypertensive disorders with pregnancy via reducing the TNF-α and VACM-1 expression in vascular endothelial cells
  作者：Meng-Ya He、Li Yang、Kai Zhang、Jian-Ying Hou、Jing Han

  DOI：10.1080/00958972.2020.1735002

  日期：2020.2.1

  By using the mixed-ligand approach, a Cu(II)-based metal-organic framework (MOF), [Me2NH2][Cu-2(BDPP)(im)]center dot 4DMF}(n) (1) (H4BDPP = 3,5-bis(3,5-dicarboxylphenyl)pyridine, Him = imidazole), has been prepared via solvothermal reaction of Cu(NO3)(2)center dot 3H(2)O, H4BDPP and Him in a mixed solvent of DMF and water. Due to its high solvent accessible void (58%) and suitable pore size, activated complex 1a demonstrates a moderate CO2 sorption capacity and a high CO2/N-2 sorption selectivity around room temperature. In the pharmacological activity evaluation, the blood pressure was measured once a day until the 20(th) day, the vascular endothelial cells in the rats were collected, and the TNF-alpha and VACM-1 expression level was detected by western blot. The results obtained from molecular docking and pose scoring software exhibited a possible binding mode of the compound binding to NF-kappa B, which might provide potential regulation mechanisms for the compound.