1,3-bis-[3,5-bis(carboxy)phenoxy]propane | 433216-78-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,3-bis-[3,5-bis(carboxy)phenoxy]propane
• 英文别名: 5,5′-(propanen-1,3-diyl)-bisoxydiisophthalic acid；1.3-bis-[3,5-(carboxy)phenoxy]propane；5,5'-(propane-1,3-diylbis(oxy))diisophthalic acid；5,5'-(Propane-1,3-diylbis(oxy))diisophthalic acid；5-[3-(3,5-dicarboxyphenoxy)propoxy]benzene-1,3-dicarboxylic acid
• CAS: 433216-78-5
• 化学式: C₁₉H₁₆O₁₀
• 分子量: 404.33
• InChiKey: VRXRIAOVOVOHMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  168
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,3-bis-[3,5-bis(carboxy)phenoxy]propane 在 磺酰氯 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 1,3-bis-{3,5-bis[6-(butyrylamino)pyridin-2-ylcarbamoyl]phenoxy}propane
  参考文献：
  名称：

  Supramolecular Polymers Generated from Heterocomplementary Monomers Linked through Multiple Hydrogen-Bonding Arrays—Formation, Characterization, and Properties

  摘要：

  Supramolecular polymers are described that are derived from the association of two homoditopic heterocomplementary monomers through sextuple hydrogen-bonding at-rays. They form fibers and a variety of different materials depending on the conditions. The strong affinity of the DAD-DAD (D donor, A = acceptor) hydrogen-bonding sites for double-faced cyanuric acid type wedges drives the supramolecular polymeric assembly in apolar and chlorinated organic solvents. The marked influence of stoichiometry, as well as end-capping and cross-linking agents upon fiber fort-nation is revealed in solution and by electron microscopy (EM). The results further contribute to the development of a supramolecular polymer chemistry that comprizes reversible polymers formed through recognition-controlled noncovalent connections between the molecular components. Such materials are, by nature, dynamic and present adaptive character in view of their ability to respond to external stimuli.

  DOI：

  10.1002/1521-3765(20020301)8:5<1227::aid-chem1227>3.0.co;2-0
• 作为产物：
  描述：

  1,3-双-[3,5-双(甲氧羰基)苯氧基]丙烷 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以95%的产率得到1,3-bis-[3,5-bis(carboxy)phenoxy]propane
  参考文献：
  名称：

  Supramolecular Polymers Generated from Heterocomplementary Monomers Linked through Multiple Hydrogen-Bonding Arrays—Formation, Characterization, and Properties

  摘要：

  Supramolecular polymers are described that are derived from the association of two homoditopic heterocomplementary monomers through sextuple hydrogen-bonding at-rays. They form fibers and a variety of different materials depending on the conditions. The strong affinity of the DAD-DAD (D donor, A = acceptor) hydrogen-bonding sites for double-faced cyanuric acid type wedges drives the supramolecular polymeric assembly in apolar and chlorinated organic solvents. The marked influence of stoichiometry, as well as end-capping and cross-linking agents upon fiber fort-nation is revealed in solution and by electron microscopy (EM). The results further contribute to the development of a supramolecular polymer chemistry that comprizes reversible polymers formed through recognition-controlled noncovalent connections between the molecular components. Such materials are, by nature, dynamic and present adaptive character in view of their ability to respond to external stimuli.

  DOI：

  10.1002/1521-3765(20020301)8:5<1227::aid-chem1227>3.0.co;2-0

文献信息

• Structural diversity through ligand flexibility: two novel metal–organic nets via ligand-to-ligand cross-linking of “paddlewheels”
  作者：Wenge Qiu、Jason A. Perman、Łukasz Wojtas、Mohamed Eddaoudi、Michael J. Zaworotko

  DOI：10.1039/c0cc03270k

  日期：——

  Solvothermal reaction of a partially flexible ligand, H4L, and Cu(NO3)2·2.5H2O afforded two cross-linked Kagomé lattices of formula [Cu2(L)]n: an acs net sustained by novel trigonal prismatic supermolecular building blocks (SBBs) and the first example of a partially pillared Kagomé net.

  部分柔性配体 H4L 和 Cu(NO3)2·2.5H2O 的溶剂热反应提供了两种交联的 Kagomé 晶格，其结构式为 [Cu2(L)]n：由新型三角棱柱超分子构件 (SBBs) 维持的 acs 网络）以及部分支柱 Kagomé 网的第一个示例。
• Design of a heterometallic Zn/Ca-MOF decorated with alkoxy groups on the pore surface exhibiting high fluorescence sensing performance for Fe³⁺ and Cr₂O₇²⁻
  作者：Wen-Juan Ji、Gui-Fang Liu、Bing-Qiang Wang、Wen-Bo Lu、Quan-Guo Zhai

  DOI：10.1039/d0ce00457j

  日期：——

  Reported herein is a heterometallic Zn/Ca-MOF decorated with alkoxy groups on the pore surface exhibiting high fluorescence sensing performance for Fe³⁺ and Cr₂O₇²⁻.

  本文报道了一种在孔壁表面装饰有烷氧基的异金属Zn/Ca-MOF，其表现出对Fe3+和Cr2O72-的高荧光传感性能。
• Chloride Anion Templated Synthesis and Crystal Structure of a Handcuff Catenane
  作者：Nicholas H. Evans、Christopher J. Serpell、Paul D. Beer

  DOI：10.1002/anie.201007741

  日期：2011.3.7

  Chloride, you're nicked! A novel handcuff catenane was prepared by anion templation and π–π stacking interactions. In addition, the first crystal structure determination of such a catenane is reported (see picture).

  氯化物，您被昵称为！通过阴离子模板和π-π堆积相互作用制备了一种新型的手铐链烷。此外，还报道了这种链烷烃的首次晶体结构测定（见图）。
• Supramolecular Polymers Generated from Heterocomplementary Monomers Linked through Multiple Hydrogen-Bonding Arrays—Formation, Characterization, and Properties
  作者：Volker Berl、Marc Schmutz、Michael J. Krische、Richard G. Khoury、Jean-Marie Lehn

  DOI：10.1002/1521-3765(20020301)8:5<1227::aid-chem1227>3.0.co;2-0

  日期：2002.3.1

  Supramolecular polymers are described that are derived from the association of two homoditopic heterocomplementary monomers through sextuple hydrogen-bonding at-rays. They form fibers and a variety of different materials depending on the conditions. The strong affinity of the DAD-DAD (D donor, A = acceptor) hydrogen-bonding sites for double-faced cyanuric acid type wedges drives the supramolecular polymeric assembly in apolar and chlorinated organic solvents. The marked influence of stoichiometry, as well as end-capping and cross-linking agents upon fiber fort-nation is revealed in solution and by electron microscopy (EM). The results further contribute to the development of a supramolecular polymer chemistry that comprizes reversible polymers formed through recognition-controlled noncovalent connections between the molecular components. Such materials are, by nature, dynamic and present adaptive character in view of their ability to respond to external stimuli.