N,N'-terephthalylidenebis(p-aminobenzoic acid) | 3782-70-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N'-terephthalylidenebis(p-aminobenzoic acid)
• 英文别名: 4,4′-[benzene-1,4-diylbis(methylylidenenitrilo)]dibenzoic acid；4,4'-[benzene-1,4-diylbis-(methylylidenenitrilo)]dibenzoic acid；α,α'-Bis-(4-carboxy-phenylimino)-p-xylol；1,4-Bis-(4-carboxy-phenyliminomethyl)-benzol；N,N'-(1,4-Phenylenedimethylidyne)bis(4-carboxyaniline)；4-[[4-[(4-carboxyphenyl)iminomethyl]phenyl]methylideneamino]benzoic acid
• CAS: 3782-70-5
• 化学式: C₂₂H₁₆N₂O₄
• 分子量: 372.38
• InChiKey: IWDAJIGSYCLHBO-UHFFFAOYSA-N

物化性质

• 熔点：
  >300 °C
• 沸点：
  646.6±50.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  28
• 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：
  99.3
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N'-terephthalylidenebis(p-aminobenzoic acid) 在 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Spectroscopic, antiproliferative and antiradical properties of Cu(II), Ni(II), and Zn(II) complexes with amino acid based Schiff bases

  摘要：

  Novel six Cu(II), Ni(II), and Zn(II) complexes with Schiff bases derived from 4-aminobenzoic acid with terephtaldehyde and amino acids (glycine, beta-alanine). Structures have been proposed from elemental analysis, UV-Vis, IR, NMR, TGA, DTA, and magnetic measurements. Spectroscopic studies suggest that coordination occurs through azomethine nitrogen, hydroxyl group, and carbonyl oxygen of the ligands to the metal ions. The elemental analyses of the complexes where L is Schiff base ligands, are confined to the stoichiometry of the type M2L2(CH3COO)(2) [M = Cu(II)]; and M2L(CH3COO)(2) [M = Ni(II) and Zn(II)]. The cytotoxicity activities of the compounds against human breast carcinoma MCF-7 cell line have been studied. Ligands and their Zn(II) compounds inhibited cell proliferation of MCF-7 cancer cell lines in a dose- and time-dependent manner. The free radical scavenging activity was measured by 1,1-diphenyl-2-picryl-hydrazil. Our results show that the synthesized compounds induced oxidative damage by increasing the lipid peroxidation in yeast since MDA formation was increased, and it could be concluded that the synthesized compounds caused oxidative stress. In addition, the antioxidant activities of the synthesized compounds were very much lower than those of standard antioxidants.

  DOI：

  10.1007/s00044-013-0826-7
• 作为产物：
  描述：

  1,4-二乙基苯 、 对氨基苯甲酸 以 乙醇 为溶剂， 以2.976 g的产率得到N,N'-terephthalylidenebis(p-aminobenzoic acid)
  参考文献：
  名称：

  Nitrogen-doped carbon-enriched MOF and derived hierarchical carbons as electrode for excellent asymmetric aqueous supercapacitor

  摘要：

  DOI：

  10.1016/j.jallcom.2021.158764

文献信息

• The Stereochemical Behavior of Terephthalic Schiff Bases in Addition of Dialkyl or Diaryl Phosphites
  作者：Jarosław Lewkowski

  DOI：10.1080/104265090508172

  日期：2005.1.1

  Abstract Addition of dialkyl (or diaryl) phosphites to N-alkyl terephthalic Schiff bases led exclusively to a meso-form but addition to N-aryl terephthalic Schiff bases depended on the substituent of the aryl group. Semi-empirical calculations were involved to find the reason of this phenomenon.

  摘要 亚磷酸二烷基酯（或二芳基）与 N-烷基对苯二甲酸席夫碱的加成仅产生内消旋形式，但对 N-芳基对苯二甲酸席夫碱的加成取决于芳基的取代基。为了找出这种现象的原因，需要进行半经验计算。
• Green synthesis and characterization of novel Mn-MOFs with catalytic and antibacterial potentials
  作者：Sima Aryanejad、Ghodsieh Bagherzade、Maryam Moudi

  DOI：10.1039/c9nj04977k

  日期：——

  showing the biological potential as an antibacterial agent. Its antibacterial activity was tested against Bacillus cereus and Escherichia coli in vitro by determining the diameter of the inhibition zone in the disc diffusion method. The results indicated the acceptable activity of UoB-4 against both Gram-positive and Gram-negative bacteria. The antibacterial activity of UoB-4 was greater towards Gram-positive

  这项研究的重点是合成新的锰基金属-有机骨架及其应用方面的研究。Mn-MOF纳米结构，即UoB-4，是使用Schiff碱有机连接基（H 2 bbda：4,4'-[苯-1,4-二基双（甲基亚苯基亚乙基）]二苯甲酸）制备的。合成后的UoB-4的结构通过PXRD，TGA，CHNO，ICP，TEM，BET和FTIR技术。在Hantzsch的合成1,4-二氢吡啶和醇氧化反应中评估了UoB-4的催化性能。在绿色条件下以高收率获得两个反应的产物。UoB-4的回收利用研究表明，它可以用作可回收的稳定多相催化剂，而性能没有明显损失。在这项研究的下一步中，评估了UoB-4的效率，显示了其作为抗菌剂的生物学潜力。在体外测试了其对蜡状芽孢杆菌和大肠杆菌的抗菌活性通过在圆盘扩散法中确定抑制区的直径来确定。结果表明UoB-4对革兰氏阳性和革兰氏阴性细菌均具有可接受的活性。与对革兰氏阴性菌（大肠杆菌）相比，UoB-4对革
• A nanoscale Cu-metal organic framework with Schiff base ligand: Synthesis, characterization and investigation catalytic activity in the oxidation of alcohols
  作者：Sima Aryanejad、Ghodsieh Bagherzade、Alireza Farrokhi

  DOI：10.1016/j.inoche.2017.04.015

  日期：2017.7

  Abstract Nanostructures of a new copper-based metal-organic framework with a Schiff base ligand as an organic linker, Cu 2 (bdda) (OAc) 2 ·1H 2 O (H 2 bdda = 4,4′-[benzene-1,4-diylbis (methylylidenenitrilo)] dibenzoic acid), was prepared via Ultrasound assisted synthesis and characterized by X-ray powder diffraction (XRD), thermogravimetric analysis (TGA), Brunauer–Emmett–Teller (BET), inductively

  摘要 以席夫碱配体为有机连接体的新型铜基金属有机骨架的纳米结构，Cu 2 (bdda) (OAc) 2 ·1H 2 O (H 2 bdda = 4,4'-[benzo-1, 4-diylbis (methylylidenenitrilo)] dibenzoic acid)，通过超声辅助合成制备，并通过 X 射线粉末衍射 (XRD)、热重分析 (TGA)、Brunauer-Emmett-Teller (BET)、电感耦合等离子体原子发射光谱进行表征(ICP-AES)、透射电子显微镜 (TEM)、元素分析 (CHN) 和 FT-IR 光谱。研究了这种 MOF 在醇氧化中的催化能力，在没有有机溶剂的情况下，它表现出有效和选择性的将醇转化为相应的羰基化合物的活性。还检查了催化剂的可重复使用性，
• Design and development of novel Co‐MOF nanostructures as an excellent catalyst for alcohol oxidation and Henry reaction, with a potential antibacterial activity
  作者：Sima Aryanejad、Ghodsieh Bagherzade、Maryam Moudi

  DOI：10.1002/aoc.4820

  日期：2019.6

  detected to be excellent for primary and secondary alcohols oxidation reaction with high yields under solvent‐free conditions. Moreover, UoB‐3 was highly active for Henry reaction of different aldehydes with nitromethane in water as a green solvent. The nanocatalyst can be recycled for five consecutive cycles without losing its activity and structural rigidity. The antibacterial activity of UoB‐3 nanostructures

  通过一种简单的方法在室温下合成了新型的金属有机骨架Co 2（bdda）1.5（OAc）1 ·5H 2 O（UoB-3）。UoB-3的表征方法不同，包括X射线衍射（XRD），透射电子显微镜（TEM），热重分析（TGA），傅立叶变换红外光谱（FT-IR），N 2吸附/解吸和元素分析。在无溶剂条件下，UoB-3对伯醇和仲醇的氧化反应具有极高的收率，具有出色的催化能力。此外，UoB-3对不同醛与硝基甲烷在水中作为绿色溶剂的亨利反应具有很高的活性。纳米催化剂可以连续五个循环使用，而不会失去其活性和结构刚性。UoB-3纳米结构对革兰氏阴性细菌，大肠杆菌和革兰氏阳性细菌，蜡样芽胞杆菌的抗菌活性还通过使用抑制区测试来评估。这些纳米结构对它们两个都表现出很强的抗菌作用。这项研究的目的是开发在各个领域具有增强活性的金属有机骨架材料。
• Efficient and recyclable novel Ni‐based metal–organic framework nanostructure as catalyst for the cascade reaction of alcohol oxidation–Knoevenagel condensation
  作者：Sima Aryanejad、Ghodsieh Bagherzade、Alireza Farrokhi

  DOI：10.1002/aoc.3995

  日期：2018.2

  oic acid), was synthesized and characterized using powder X‐ray powder diffraction, thermogravimetric analysis, Brunauer–Emmett–Teller measurements, inductively coupled plasma atomic emission spectroscopy, transmission electron microscopy, elemental analysis and Fourier transform infrared spectroscopy. The synthesized Ni‐MOF exhibited a high catalytic activity in benzyl alcohol oxidation using tert‐butyl

  一种新的镍基的金属-有机骨架（镍MOF）与席夫碱配体为有机连接基团，镍3（BDDA）2（OAc）2 ⋅6H 2 Ô（H 2 BDDA = 4,4' - [苯-1,4-二苯基双（甲基亚基亚乙基）的二苯甲酸）的合成和表征使用粉末X射线粉末衍射，热重分析，Brunauer-Emmett-Teller测量，电感耦合等离子体原子发射光谱，透射电子显微镜，元素分析和傅立叶变换红外光谱。合成的Ni-MOF在叔丁醇氧化中表现出高催化活性叔丁基过氧化氢在无溶剂的条件下。同样，在温和条件下，在氧化-Knoevanagel缩合的级联反应中研究了催化剂的效率。Ni-MOF催化剂可以回收并重复使用四次而不会显着降低其催化活性。