N-(3-carboxyphenyl) iminodiacetic acid | 93534-69-1

• 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-(3-carboxyphenyl) iminodiacetic acid
• 英文别名: N-(3-carboxyphenyl)iminodiacetic acid；3-(bis-carboxymethyl-amino)-benzoic acid；3-(Bis-carboxymethyl-amino)-benzoesaeure；3-[Bis(carboxymethyl)amino]benzoic acid
• CAS: 93534-69-1
• 化学式: C₁₁H₁₁NO₆
• 分子量: 253.211
• InChiKey: FSTPGJJFBSOEPY-UHFFFAOYSA-N

物化性质

• 沸点：
  602.6±50.0 °C(Predicted)
• 密度：
  1.560±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  cobalt(II) nitrate hexahydrate 、 N-(3-carboxyphenyl) iminodiacetic acid 以 甲醇 、 水 为溶剂， 以66%的产率得到[Co3(N-(3-carboxyphenyl)iminoacetatic acid(-3H))2(H2O)3]*3H2O
  参考文献：
  名称：

  Synthesis, crystal structures and magnetic behavior of two 3D coordination polymers using N-(4/3-carboxyphenyl)iminodiacetic acids as bridging ligands

  摘要：

  Research on structure and magnetic properties of polynuclear metal complexes to understand the structural and chemical factors governing the electronic exchange coupling mediated by multi-atom bridging ligands is of growing interest. Hydrothermal treatment of Ni(NO3)(2)center dot 6H(2)O with N-(4-carboxyphenyl)iminodiacetic acid [N-4(H(3)CPIDA)] at 150 degrees C yielded a 3D coordination polymer of general formula [Ni-3{N-4( CPIDA)}(2)(H2O)(3)]center dot 6H(2)O (1). An analogous network of general formula [Co-3{N-3(CPIDA)}(2)(H2O)(3)]center dot 3H(2)O (2) was synthesized using N-(3-carboxyphenyl) iminodiacetic acid [N-3(H(3)CPIDA)] in combination with Co(NO3)(2)center dot 6H(2)O under identical reaction condition. Both the complexes contain trinuclear secondary building unit, and crystallized in monoclinic system with space groups C2/c (1) and P2(1)/c (2), respectively. Variable temperature magnetic characterization of these complexes in the temperature range of 2-300 K indicated the presence of overall ferromagnetic and antiferromagnetic behavior for 1 and 2, respectively. Density functional theory calculations (B3LYP functional) were performed for further insight on the trinuclear units to provide a qualitative theoretical interpretation on the overall magnetic behavior of the complexes 1 and 2. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.03.040
• 作为产物：
  描述：

  间氨基苯甲酸 、 氯乙酸 在 sodium hydroxide 作用下， 生成 N-(3-carboxyphenyl) iminodiacetic acid
  参考文献：
  名称：

  络合物IV。苯胺-二乙酸及其取代产物的酸度和碱土金属络合物

  摘要：

  1.在恒定离子强度为0，l -n的溶剂中。确定了KC1溶液，苯胺离子，三种苯胺磺酸，三种苯胺羧酸，苯胺二乙酸，三种苯胺二乙酸磺酸和三种苯胺二乙酸羧酸的浓度酸度常数（表观电离常数）。 。对于最后提到的7种物质，还研究了添加10％乙醇对酸度常数的影响。讨论了与各种酸及其离子的组成的关系。已发现，在过去的苯胺二乙酸-邻-羧酸和苯胺二乙酸-邻-磺酸和离子取代基-SO三个酸性质子的3 -和-CO 2-在这一点上显着提高其粘合强度。

  DOI：

  10.1002/hlca.19470300524

文献信息

• [EN] POLYMERIZABLE COMPOUNDS WITH QUADRUPLE HYDROGEN BOND FORMING GROUPS<br/>[FR] COMPOSES POLYMERISABLES AVEC GROUPES FORMANT DES LIAISONS HYDROGENE QUADRUPLES
  申请人：KODAK POLYCHROME GRAPHICS LLC

  公开号：WO2004043935A1

  公开（公告）日：2004-05-27

  QHB-Modified free radical polymerizable compounds and free radical polymerizable compositions that comprise these compounds are disclosed. A QBH-modified free radical polymerizable compound has at least one moiety that comprises at least one free radical polymerizable group; a supporting backbone, and at least one and preferably at least two moieties capable of forming four or more, typically four, hydrogen bonds with similar or complementary units on other molecules or portions of molecules. Free radical polymerizable compositions that contain these compounds may be used in any of the well-knows applications for free radical polymerizable compositions. They are especially useful for the formation of imageable elements useful as lithographic printing plate precursors.

  修改后的自由基可聚合化合物和包含这些化合物的自由基可聚合化组合物已被披露。一种QBH修饰的自由基可聚合化合物至少具有一个包含至少一个自由基可聚合基团的基团；一个支撑骨架，以及至少一个并且最好至少两个能够与其他分子或分子部分上的类似或互补单元形成四个或更多，通常为四个，氢键的基团。包含这些化合物的自由基可聚合化组合物可用于任何已知的自由基可聚合化组合物的应用中。它们特别适用于形成可用作平版印刷版前体的可成像元素。
• Fluorescent Properties of three Zinc(II) Coordination Polymers derived from Flexible N-(4/3-Carboxyphenyl)iminodiacetic Acids
  作者：Xiao-Chuan Chai、Yan-Fei Zhao、Qiao-Juan Gong、Yong-Ping Liang、Han-Hui Zhang、Yi-Ping Chen

  DOI：10.1002/zaac.201100433

  日期：2012.3

  coordination modes. In 2, the structural motifs formed by terminal p-HCPIDA2– ligands and ZnII ions are bridged by ancillary bipy to give a zero-dimensional Z-shaped dimer. Compound 3 has an infinite zigzag chain linked by bipy, in which terminal m-HCPIDA2– ligands alternately run along the chain like flags. Compounds 2 and 3 are further connected by hydrogen bonding and π···π stacking interactions to result in

  三种聚合物 [Zn2(p-CPIDA)(OH)]n (1)、[Zn2(p-HCPIDA)2(bipy)(H2O)4]·2H2O (2) 和 [Zn(m-HCPIDA)(bipy )]n (3) [p/m-H3CPIDA = N-(4/3-carboxyphenyl) 亚氨基二乙酸，bipy = 4, 4'-联吡啶] 水热合成并通过单晶 X 射线衍射表征，X-射线粉末衍射图 (XPRD)、FTIR 光谱和荧光分析。化合物 1 显示了一个有趣的三维框架，由新型桨轮 Zn8O10C2 单元组成，这些单元通过具有多功能配位模式的 p-CPIDA3– 配体进一步连接。在图 2 中，由末端 p-HCPIDA2– 配体和 ZnII 离子形成的结构基序通过辅助双基桥接，形成零维 Z 形二聚体。化合物 3 有一条由双线连接的无限锯齿形链，其中末端 m-HCPIDA2– 配体像旗子一样沿着链交替运行。化合物2
• Structure modulation of metal–organic frameworks via reaction pH: Self-assembly of a new carboxylate containing ligand N-(3-carboxyphenyl)iminodiacetic acid with cadmium(II) and cobalt(II) salts
  作者：Qian Chu、Guang-Xiang Liu、Taka-aki Okamura、Yong-Qing Huang、Wei-Yin Sun、Norikazu Ueyama

  DOI：10.1016/j.poly.2007.11.029

  日期：2008.2

  Self-assembly of a new carboxylate containing ligand, N-(3-carboxyphenyl)iminodiacetic acid (H3L), with Cd(II) and Co(II) salts under different reaction pH results in the formation of four new coordination polymers, namely [Cd(HL)(H2O)] (1), [Co(HL)(H2O)] (2), [Cd(HL)(H2O)4] (3) and [Cd3(L)2(H2O)9] · 7H2O (4). Single crystal X-ray diffraction analysis indicates that 1 and 2 are isomorphous and isostructural

  在不同的反应pH下，含有配体的新型羧酸盐N-（3-羧基苯基）亚氨基二乙酸（H 3 L）与Cd（II）和Co（II）盐的自组装导致形成四种新的配位聚合物，即[Cd（HL）（H 2 O）]（1），[Co（HL）（H 2 O）]（2），[Cd（HL）（H 2 O）4 ]（3）和[Cd 3（L）2（H 2 O）9 ]·7H 2 O（4）。单晶X射线衍射分析表明1和2是同构和同构的，具有2D波浪状的网络结构，而3具有1D的锯齿形链结构。配合物1 - 3分别在低pH值（<7），这使得配体仅部分地去质子化而获得。然而，在pH 7下获得的所有羧酸酯基均去质子化的配合物4表现出二维网络结构。结果表明，反应pH是配位结构形成的关键因素之一。此外，游离配位体的光致发光特性（H 3 L）和络合物1，3和4在室温下进行了研究在固体状态。而且，复合物的磁性能调查了2个。
• Crystal structures and fluorescence of two Cd(II) complexes based on N-(3-carboxyphenyl)iminodiacetic acid and 5-amino isophthailic acid
  作者：Wenbing Yuan、Tianfu Liu、Zhengang Guo、Hongfang Li、Rong Cao

  DOI：10.1016/j.molstruc.2009.11.042

  日期：2010.2

  multi-carboxylate ligands, N-(3-carboxyphenyl)iminodiacetic acid (H3L1) and 5-aminoisophthalic acid (H2L2), respectively. Complex 1 has a 2D layer structure, which is generated through 1D zigzag Cd…Cd chains with coexisting left-handed and right-handed helices connected together by (L1)3−. Complex 2 consists of a 2D (3, 6)-connected (4,36) net. At room temperature, complex 1 exhibits a strong emission

  摘要 两种镉(II)配位聚合物，[Cd6(L1)4(H2O)11]n·4nH2O(1)和[Cd(L2)(H2O)]n·2nH2O(2)多羧酸配体，分别是 N-(3-羧基苯基)亚氨基二乙酸 (H3L1) 和 5-氨基间苯二甲酸 (H2L2)。复合体 1 具有 2D 层结构，它是通过 1D 之字形 Cd…Cd 链生成的，其中左旋和右旋螺旋通过 (L1)3− 连接在一起。复合体 2 由一个二维 (3, 6) 连接的 (4,36) 网络组成。在室温下，配合物 1 在 350 nm 激发时在 442 nm 处表现出强发射，而配合物 2 在 355 nm 处激发时在 384 和 400 nm 处表现出强发射。
• LASER-DECOMPOSABLE RESIN COMPOSITION AND PATTERN-FORMING MATERIAL USING THE SAME
  申请人：SUGASAKI Atsushi

  公开号：US20080038663A1

  公开（公告）日：2008-02-14

  A laser-decomposable resin composition contains: a compound including at least one structure selected from a carboxyl group and a carboxylic acid anhydride structure and at least one hetero atom selected from N, S and O atoms other than the structure; and a binder polymer.

  一种可激光分解的树脂组合物，包括：一种化合物，其中包括至少一种结构，所述结构从羧基和羧酸酐结构中选择至少一种，并且还包括至少一种异原子，所述异原子选自N、S和O原子以外的结构；以及一种粘合剂聚合物。