5-(2-(2-hydroxyethoxy)ethoxy)benzene-1,3-dicarboxylic acid | 1262102-11-3

• 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: 5-(2-(2-hydroxyethoxy)ethoxy)benzene-1,3-dicarboxylic acid
• 英文别名: 5-[2-(2-Hydroxyethoxy)ethoxy]benzene-1,3-dicarboxylic acid；5-[2-(2-hydroxyethoxy)ethoxy]benzene-1,3-dicarboxylic acid
• CAS: 1262102-11-3
• 化学式: C₁₂H₁₄O₇
• 分子量: 270.239
• InChiKey: GHNDBVDFGPNIAH-UHFFFAOYSA-N

物化性质

• 熔点：
  173.5-175.2 °C
• 沸点：
  562.2±50.0 °C(Predicted)
• 密度：
  1.408±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-(2-(2-hydroxyethoxy)ethoxy)benzene-1,3-dicarboxylic acid 、 tetracosakis(μ4-5-(2-(2-hydroxyethoxy)ethoxy)benzene-1,3-dicarboxylato)-tetracosa-copper(II) methanol solvate 、 N,N-二甲基甲酰胺 以 水 、 N,N-二甲基甲酰胺 为溶剂， 以90%的产率得到(μ5-5-(2-(2-hydroxyethoxy)ethoxy)benzene-1,3-dicarboxylato)-hemiaqua-copper(II) N,N-dimethylformamide solvate
  参考文献：
  名称：

  Comparative solvolytic stabilities of copper(II) nanoballs and dinuclear Cu(II) paddle wheel units

  摘要：

  The self-assembly of copper(II) ions and 5-(2-(2-hydroxyethoxy)ethoxy) benzene-1,3-dicarboxylic acid (2) leads to hollow nanoballs in which 12 dinuclear copper(II) paddle wheel units are interconnected via 24 ligands, as determined by single crystal X-ray structure analysis. The nanoball dissociates in aqueous solutions, and in the presence of an excess of ligand it transforms into a three-dimensional network, but is stable in organic solvents. The thermodynamic stability of the nanoball against dissociation in aqueous solution is studied and compared to simple copper(II) paddle wheel complexes. The results reveal enhanced thermodynamic stability of the nanoball as compared to discrete copper(II) paddle wheel complexes due to chelate effects and positive cooperativity. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.06.022
• 作为产物：
  描述：

  dimethyl 5-(2-(2-hydroxyethoxy)ethoxy)benzene-1,3-dicarboxylic acid 在 水 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以97%的产率得到5-(2-(2-hydroxyethoxy)ethoxy)benzene-1,3-dicarboxylic acid
  参考文献：
  名称：

  Comparative solvolytic stabilities of copper(II) nanoballs and dinuclear Cu(II) paddle wheel units

  摘要：

  The self-assembly of copper(II) ions and 5-(2-(2-hydroxyethoxy)ethoxy) benzene-1,3-dicarboxylic acid (2) leads to hollow nanoballs in which 12 dinuclear copper(II) paddle wheel units are interconnected via 24 ligands, as determined by single crystal X-ray structure analysis. The nanoball dissociates in aqueous solutions, and in the presence of an excess of ligand it transforms into a three-dimensional network, but is stable in organic solvents. The thermodynamic stability of the nanoball against dissociation in aqueous solution is studied and compared to simple copper(II) paddle wheel complexes. The results reveal enhanced thermodynamic stability of the nanoball as compared to discrete copper(II) paddle wheel complexes due to chelate effects and positive cooperativity. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.06.022

文献信息

• Comparative solvolytic stabilities of copper(II) nanoballs and dinuclear Cu(II) paddle wheel units
  作者：Markus Tonigold、Dirk Volkmer

  DOI：10.1016/j.ica.2010.06.022

  日期：2010.12

  The self-assembly of copper(II) ions and 5-(2-(2-hydroxyethoxy)ethoxy) benzene-1,3-dicarboxylic acid (2) leads to hollow nanoballs in which 12 dinuclear copper(II) paddle wheel units are interconnected via 24 ligands, as determined by single crystal X-ray structure analysis. The nanoball dissociates in aqueous solutions, and in the presence of an excess of ligand it transforms into a three-dimensional network, but is stable in organic solvents. The thermodynamic stability of the nanoball against dissociation in aqueous solution is studied and compared to simple copper(II) paddle wheel complexes. The results reveal enhanced thermodynamic stability of the nanoball as compared to discrete copper(II) paddle wheel complexes due to chelate effects and positive cooperativity. (C) 2010 Elsevier B.V. All rights reserved.