5-(2-羧基苯氧基)间苯二甲酸 | 1361345-85-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-(2-羧基苯氧基)间苯二甲酸
• 英文名称: 5-(2-carboxyphenoxy)isophthalic acid
• 英文别名: 5-(2-carboxylphenoxy)isophthalic acid；5-(2-Carboxyphenoxy)isophthalic acid；5-(2-carboxyphenoxy)benzene-1,3-dicarboxylic acid
• CAS: 1361345-85-8
• 化学式: C₁₅H₁₀O₇
• 分子量: 302.24
• InChiKey: IYCRITGDNAXNJH-UHFFFAOYSA-N

物化性质

• 沸点：
  571.7±50.0 °C(Predicted)
• 密度：
  1.529±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  manganese(II) chloride tetrahydrate 、 5-(2-羧基苯氧基)间苯二甲酸 在 四乙基氢氧化铵 作用下， 以 水 为溶剂， 反应 72.0h， 以51%的产率得到[Mn(5-(2-carboxyphenoxy)isophthalic acid(-1H))]n
  参考文献：
  名称：

  Four novel coordination polymers of transition metals built using a semi rigid oxygen donor ligand: Crystal structures, novel topology and emission studies

  摘要：

  Four new coordination polymers namely, [Cd-3(L-1)(2)(DMA)(4)](n) (1), [Mn(HL1)(H2O)(3)](n) (2), [Mn(H2L2)](n) (3) and {[Co-2(HL2)(L-2)]center dot(Et4N)center dot(1.5H(2)O)}(n) (4) have been synthesized with semi-rigid ether bridged tricarboxylic acid ligands H3L1 and H3L2 [H3L1 = 5-(4-carboxy-phenoxy)-isophthalic acid and H3L2 = 5-(2-carboxyphenoxy)-isophthalic acid] with various transition metal ions using hydro(solvo)thermal techniques. All the coordination polymers have been structurally characterized by IR spectroscopy, elemental analysis, powder X-ray diffraction (PXRD), thermogravimetric analysis (TGA) and X-ray single crystallography. Single crystal X-ray studies show that these coordination polymers contain homometallic clusters varying from dimeric to trimeric units except 2 which is a linear monomeric. On reacting para-isomer of the ligand H3L1 with metal ions, 2D and 3D supramolecular structures have been obtained while with the ortho-isomer H3L2 dimeric 2D and 3D framework were obtained. Topological analysis reveals that 1 and 3 are binodal (3,6)-connected kgd net, 2 is also a binodal (3,3)-connected honey-comb type hcb net, while 4 shows unprecedented (3,3,6)-connected pkb5 topological trinodal-network. Interestingly, 3 and 4 exhibits unusual coordination modes involving one of carbonyl 0 atom of an acid functional group. Moreover, in 4 ethereal 0 atom is also coordinated to one of the metal center. All complexes show high thermal stability, thus losing coordinated and lattice solvent molecules in the range, similar to 100-200 degrees C. Upon excitation at 325 nm, compounds 1-4 exhibit solid-state luminescences at room temperature. (C) 2012 Elsevier Ltd. All rights reserved,

  DOI：

  10.1016/j.poly.2012.10.045
• 作为产物：
  描述：

  5-羟基间苯二甲酸二乙酯 在 盐酸 、 potassium carbonate 、 sodium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.5h， 生成 5-(2-羧基苯氧基)间苯二甲酸
  参考文献：
  名称：

  Four novel coordination polymers of transition metals built using a semi rigid oxygen donor ligand: Crystal structures, novel topology and emission studies

  摘要：

  Four new coordination polymers namely, [Cd-3(L-1)(2)(DMA)(4)](n) (1), [Mn(HL1)(H2O)(3)](n) (2), [Mn(H2L2)](n) (3) and {[Co-2(HL2)(L-2)]center dot(Et4N)center dot(1.5H(2)O)}(n) (4) have been synthesized with semi-rigid ether bridged tricarboxylic acid ligands H3L1 and H3L2 [H3L1 = 5-(4-carboxy-phenoxy)-isophthalic acid and H3L2 = 5-(2-carboxyphenoxy)-isophthalic acid] with various transition metal ions using hydro(solvo)thermal techniques. All the coordination polymers have been structurally characterized by IR spectroscopy, elemental analysis, powder X-ray diffraction (PXRD), thermogravimetric analysis (TGA) and X-ray single crystallography. Single crystal X-ray studies show that these coordination polymers contain homometallic clusters varying from dimeric to trimeric units except 2 which is a linear monomeric. On reacting para-isomer of the ligand H3L1 with metal ions, 2D and 3D supramolecular structures have been obtained while with the ortho-isomer H3L2 dimeric 2D and 3D framework were obtained. Topological analysis reveals that 1 and 3 are binodal (3,6)-connected kgd net, 2 is also a binodal (3,3)-connected honey-comb type hcb net, while 4 shows unprecedented (3,3,6)-connected pkb5 topological trinodal-network. Interestingly, 3 and 4 exhibits unusual coordination modes involving one of carbonyl 0 atom of an acid functional group. Moreover, in 4 ethereal 0 atom is also coordinated to one of the metal center. All complexes show high thermal stability, thus losing coordinated and lattice solvent molecules in the range, similar to 100-200 degrees C. Upon excitation at 325 nm, compounds 1-4 exhibit solid-state luminescences at room temperature. (C) 2012 Elsevier Ltd. All rights reserved,

  DOI：

  10.1016/j.poly.2012.10.045

文献信息

• Cu(<scp>ii</scp>)/Ni(<scp>ii</scp>)–organic frameworks constructed from the homometallic clusters by 5-(2-carboxyphenoxy)isophthalic acid and N-ligand: synthesis, structures and visible light-driven photocatalytic properties
  作者：Qi-Wei Xu、Qiu-Shuang Wang、Shan-Shan Li、Xia Li

  DOI：10.1039/c9ra01496a

  日期：——

  clusters [Ni4(μ3-OH)2] SBUs, which are bridged with Ni(1)O4N2 and Ni(2)O6 through O-cpia ligands. It is worth noting that 4, with a 3D structure, is generated from the binuclear clusters [Ni2(COO)4] (Ni(1)O4N) and mononuclear metal Ni(2) cores (Ni(2)O4N2) as SBUs, and bridged by O-cpia/bpy mixed ligands. Meanwhile, the degradation of dyes (RhB) by the complexes under visible light irradiation was studied

  四种新型配合物，即Cu 2 (O-cpia)(btb) 0.5 ·(OH) ( 1 )、Cu 3 (O-cpia) 2 (bpy) 2 ( 2 )、[Ni 2 (O-cpia)( phen)·(OH)·H 2 O]·2H 2 O ( 3 ) 和 [Ni 3 (O-cpia) 2 (bpy) 3 ·2H 2 O]·2H 2 O ( 4) (O-cpia = 5-(2-carboxyphenoxy)isophthalic acid, btb = 1,4-bis(1,2,4-triazol-1-yl)butane, bpy = 4,4'-bipyridine) 成功分离在水热条件下。这四种配合物表现出不同的结构，由不同的同金属簇构成，从单核、双核到四核金属 ( II ) 多面体作为第二构建单元 (SBU)。图1具有由四核簇[Cu 4 (μ 3 -OH) 2 ] 作为SBUs构成的3D框架，通过O
• Two novel Zn-CPs act as dual-functional luminescent sensors for highly selective, sensitive and stable detection of Fe3+ ions and tetracycline
  作者：Chuanbin Fan、Xia Zhang、Cungang Xu、Ruixue Wu、Nana Li、Lulu Wang、Dongmei Zhang、Shuangyu Bi、Yuhua Fan

  DOI：10.1016/j.ica.2020.119665

  日期：2020.9

  Abstract Environmental issues are the great challenge that human beings are suffering from. Development in coordination polymers (CPs) provides a great platform for tracing hazardous substance by fluorescence detection. In this work, two novel Zn-CPs, namely [Zn(1,1′-bbi)(C2O4)]n (1) and [Zn3(1,1′-bbi)(L)2(H2O)]n (2) (flexible 1,1′-bbi = 1,1′-(1,4-butanediyl)bis(imidazole), and H3L = 5-(2-carboxylphenoxy)isophthalic

  摘要环境问题是人类遭受的巨大挑战。配位聚合物（CPs）的开发为通过荧光检测追踪有害物质提供了一个绝佳的平台。在这项工作中，有两个新颖的Zn-CP，即[Zn（1,1'-bbi）（C2O4）] n（1）和[Zn3（1,1'-bbi）（L）2（H2O）] n（ 2）已经在溶剂热条件下合成了（柔性的1,1'-bbi = 1,1'-（1,4-丁二基）双（咪唑，H3L = 5-（2-羧基苯氧基）间苯二甲酸），并且进一步通过红外光谱，元素分析，热重（TG）分析，粉末X射线衍射（PXRD）和单晶X射线衍射进行表征。复合体1显示sql拓扑框架；复杂物2显示了前所未有的4节点（3,3,5,6）-c拓扑网络，其点Schlafli符号为（4·5·6）2（42·52·62·73·9）2（42·52· 64·7·84·9·10）（42·5）2。CP 1–2具有较高的热稳定性和化学稳定性，因此具有良好的应用前景。已经详细研究了对Fe3
• Syntheses, crystallization and selective dye adsorption of three Co(II) coordination polymers via one-pot reaction
  作者：Xiang-min Meng、Xiao-yin Zhang、Xin-ping Wang、Rui-xue Wu、Xia Zhang、Fan Jin、Yu-hua Fan

  DOI：10.1016/j.poly.2017.08.004

  日期：2017.11

  Abstract Three novel Co(II) coordination polymers, namely [Co(HL)(4,4′-bibp)]n (1), [Co(HL)(4,4′-bibp)]n (2) and [Co2(L)(4,4′-bibp)2(H2O)3(HCOO)]·2H2O·HCOOH}n (3) (H3L = 5-(2′′-carboxylphenoxy)isophthalic, 4,4′-bibp = 4,4′-bis(imidazol-1-yl)biphenyl) were synthesized through one-pot reaction under co-crystallization conditions. These complexes were characterized by elemental analysis, IR spectra,

  摘要三种新型的Co（II）配位聚合物，即[Co（HL）（4,4'-bibp）] n（1），[Co（HL）（4,4'-bibp）] n（2）和 [Co2（L）（4,4'-bibp）2（H2O）3（HCOO）]·2 ·HCOOH} n（3）（H3L = 5-（2''-羧基苯氧基）间苯二甲酸，4,4'-在共结晶条件下，通过一锅法合成了bibp = 4,4'-双（咪唑-1-基）联苯。这些配合物通过元素分析，红外光谱，粉末X射线衍射（PXRD），热重分析（TG）和单晶X射线衍射进行表征。配合物1和2是具有不同2D构型的超分子异构体。配合物1显示具有[Co（HL2-）] n单链螺旋链和另一个[Co（4,4'-bibp）] n单链螺旋链的sql二维网络，它们进一步组装成3D超分子通过H键和C–H⋯N键的体系结构。尽管复合物2展示了另一个2D网络，该网络具有两条不同的[Co（HL2-）] n螺旋链（左右）和一条[Co（4
• Coordination polymers of Mn2+ and Dy3+ ions built with a bent tricarboxylate: Metamagnetic and weak anti-ferromagnetic behavior
  作者：Prem Lama、E. Carolina Sañudo、Parimal K. Bharadwaj

  DOI：10.1039/c2dt11626j

  日期：——

  synthesized with Mn2+ and Dy3+ ions using a new bent ether-bridged tricarboxylic acid ligand, o-cpiaH3 (5-(2-carboxy-phenoxy)-isophthalic acid). The ligand readily reacts with a Mn2+ salt in presence of pyridine (py) under hydrothermal condition to afford a 3D coordination polymer[Mn9(o-cpia)6(py)3(3H2O)]·H2O}n (1), that contains two types of polymeric chains. One of them is merely carboxylate bridged

  两个新的配位聚合物已经合成了用锰2+和Dy 3+使用新的弯曲醚桥连的三羧酸配体离子，ø -cpiaH 3（5-（2-羧基-苯氧基）-间苯二甲酸）。配体在存在下容易与Mn 2+盐反应吡啶（py）在水热条件下得到3D配位聚合物[Mn 9（o -cpia）6（py）3（3H 2 O）] · H 2 O} n（1），该聚合物包含两种类型的聚合物链。其中之一仅仅是羧酸盐桥联的Mn 2+，其中每个金属离子均显示五配位和六配位。另一条链由羧酸盐桥联以及末端键合的吡啶组成，这些吡啶基为每个金属离子提供五配位和六配位。当ø -cpiaH 3与镝（NO处理3）3。XH 2 O在溶剂热条件下，会生成一个不寻常的双层（6,6）连接的2D配位聚合物[Dy（o -cpia）]} n（2 ），其中每个金属离子都经过六配位。双层2D薄片通过强C–H⋯π相互作用以AA⋯形式彼此堆叠，以生成整体3D超分子体系结构。两种配
• Rational synthesis, crystal structure, and sensing and adsorption properties of luminescent metal–organic frameworks
  作者：Chuanbin Fan、Ziao Zong、Xiangmin Meng、Xia Zhang、Xiaoyin Zhang、Dongmei Zhang、Cungang Xu、Hu Wang、Yuhua Fan

  DOI：10.1039/c9ce00545e

  日期：——

  were synthesized employing a rational design approach under solvothermal conditions and further characterized by elemental analysis, IR spectra, thermogravimetric (TG) analysis, powder X-ray diffraction (PXRD), and single-crystal X-ray diffraction. Diversity architectural topologies have been generated by adjusting the N-donor ligands. They exhibit varied structures: 1 displays an unprecedented 6-nodal

  五个新颖的Cd（II）金属-有机骨架（Cd-MOF），即[Cd 6（L）4（1,3-bit）2（H 2 O）4 ] n（1），[Cd（HL）（ 4,4'-bbibp）] n（2），[Cd 3（L）2（1,4-bimb）2（H 2 O）2 ] n（3），[Cd（HL）（4,4' -bidpe）] n（4）和[Cd 3（L）2（1,1'-bbi）（H 2 O）4 ] n（5）（柔性H 3 L = 5-（2-羧基苯氧基）间苯二甲酸，刚性1,3位= 1,3-双（1-咪唑基）甲苯，刚性4,4'-bbibp = 4,4'-双（苯并咪唑-1-基）联苯，半柔性1,4-bimb = 1,4-双（咪唑-1-基甲基）苯，半柔性4,4'-bidpe = 4,4'-bis（在溶剂热条件下采用合理的设计方法合成了咪唑基）二苯醚和1,1'-bbi = 1,1'-（1,4-丁烷二基）双（咪唑）的柔性化合物，并通过元素分析