Diethyl 2,5-didodecoxybenzene-1,4-dicarboxylate

• 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: Diethyl 2,5-didodecoxybenzene-1,4-dicarboxylate
• 化学式: C₃₆H₆₂O₆
• 分子量: 590.885
• InChiKey: DUPFRAHXEHWDJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.5
• 重原子数：
  42
• 可旋转键数：
  30
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Diethyl 2,5-didodecoxybenzene-1,4-dicarboxylate 在 乙醇 、 potassium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 以67%的产率得到
  参考文献：
  名称：

  Hydrogen bonded arylamide-linked cholesteryl dimesogenic liquid crystals: a study of the length and side chain effects

  摘要：

  Dimesogenic compounds 1a-c, 2a-i, and 3, that are composed of a hydrogen bonding-induced straight arylamide spacer and two appended cholesterol groups, have been designed and synthesized. The backbones of the rigid spacers of 1a-c, 2a-i, and 3 contain one, three, and five benzene units, which bear two, six, and ten alkoxyl (methoxyl, n-octoxyl, or n-dodecoxyl) groups, respectively. The thermal and optical properties of the compounds are investigated by using the differential scanning calorimetry (DSC), polarizing optical microscopy (POM), and powder X-ray diffraction (PXRD) analysis. It is revealed that la c exhibit one or two liquid crystalline (LC) phases, 2a-i exhibit no, one or two LC phases, while 3 exhibits one LC phase in a wide temperature range. Generally, the more and longer alkoxyl chains facilitate the formation of the LC phases at low temperature. Notably, compound 2g, which bears two methoxyl and four dodecoxyl groups, displays a blue-red color change during both the heating and cooling cycle. The result illustrates that dimesogens with large rigid spacers can exhibit different LC phases when long aliphatic chains are appended to balance the strong stacking of the rigid backbones. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.046
• 作为产物：
  描述：

  2,5-二羟基对苯二甲酸乙酯 、 溴代十二烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以65%的产率得到Diethyl 2,5-didodecoxybenzene-1,4-dicarboxylate
  参考文献：
  名称：

  Supramolecular mesomorphic structures based on 2,5-dialkoxyterephthalicacid derivatives

  摘要：

  2,5-二烷氧基对苯二甲酸（CnOTpA）和2,5-二己基对苯二甲酸（C6TpA）作为双功能氢键供体与双功能受体1,3-二氨丙烷（Dap）、哌嗪（Pip）和4,4'-联吡啶（Bipy）的自组装研究，涵盖了晶体晶格和介相。在化合物CnOTpA与二胺Dap的化学计量混合物中，形成了层状结构的介相，这在我们所知的范围内构成了从2,5-二烷氧基对苯二甲酸和双功能二胺生成介相的首例。使用X射线散射、差示扫描量热法（DSC）和偏振显微镜对这些混合物的液晶特性进行了表征。C6TpA·Bipy和C6TpA·Pip复合物在晶体晶格中的自组装特征使用单晶X射线结构分析进行了表征。在C6TpA·Bipy的晶体晶格中，仅观察到中性酸与碱之间的氢键相互作用。然而，在C6TpA与Pip的共晶体结构中，由于质子从酸基转移到碱的基本氮原子，观察到了离子相互作用。

  DOI：

  10.1039/a705513g

文献信息

• Self-Assembly of Supramolecular Architectures and Polymers by Orthogonal Metal Complexation and Hydrogen-Bonding Motifs
  作者：Felix Grimm、Nadine Ulm、Franziska Gröhn、Jasmin Düring、Andreas Hirsch

  DOI：10.1002/chem.201100171

  日期：2011.8.16

  coordination. Substitution of the terminal end cap with a homoditopic bis‐cyanurate linkage leads to formation of an iron‐containing supramolecular strand. Formation of coordination polymers was confirmed by viscosity measurements. The supramolecular polymer strands can be reversibly cleaved by addition of a terminating cyanuric acid building block, and this proves the dynamic nature of this noncovalent polymerization

  提出了一种具有两个正交非共价结合位点的模块化构建试剂盒，用于超分子体系结构的自组装。异位分子构建基包含一个用于金属离子配位的三联吡啶（tpy）单元和一个用于氰尿酸衍生物多次H键键合的汉密尔顿受体。M II配合物（M = Ru，Zn，Fe和Pt）与树状端帽的配体结合缔合常数经测定在氯仿中为10 2和10 4  L mol -1。金属离子的结合能力由1研究。1 H NMR和UV / Vis光谱。Fe络合物由于很容易形成FeL 2，因此最适合用于离散和高阶结构的生成复合体。上层建筑很容易在室温下通过一锅法形成。没有观察到正交结合基序之间的相互作用，这证明了每个结合过程的高度特异性。进行了分解实验以检验Fe-tpy配位的可逆性。用对位双氰尿酸酯同位键取代末端帽导致形成含铁的超分子链。通过粘度测量证实了配位聚合物的形成。超分子聚合物链可通过添加末端氰尿酸结构单元可逆地裂解，这证明了这种非共价聚合过程的动力学性质。
• Supramolecular mesomorphic structures based on 2,5-dialkoxyterephthalicacid derivatives
  作者：Christian Meiners、Suresh Valiyaveettil、Volker Enkelmann、Klaus Müllen

  DOI：10.1039/a705513g

  日期：——

  Self-assembly of 2,5-di-n-alkoxyterephthalic acids (CnOTpA) and 2,5-di-n-hexylterephthalic acid (C6TpA) as bifunctional hydrogen bond donors with bifunctional acceptors 1,3-diaminopropane (Dap), piperazine (Pip) and 4,4′-bipyridine (Bipy) has been investigated, both in the crystal lattice and in the mesophase. Stoichiometric mixtures of compounds CnOTpA with diamine Dap form mesophases with a lamellar-type structure and constitute, to the best of our knowledge, the first examples of the generation of mesophases from 2,5-di-n-alkoxyterephthalic acids and bifunctional diamines. The liquid crystalline behaviour of these mixtures was characterized using X-ray scattering, DSC and polarizing microscopy. The self-assembly of complexes C6TpA·Bipy and C6TpA·Pip in the crystal lattice was characterized using single crystal X-ray structural analysis. In the crystal lattice of C6TpA·Bipy, only hydrogen bonding interactions between the neutral acid and the base were observed. However, in the crystal structure of cocrystals of C6TpA with Pip, an ionic interaction was observed due to proton transfer from the acid group to the basic nitrogen atoms of the base.

  2,5-二烷氧基对苯二甲酸（CnOTpA）和2,5-二己基对苯二甲酸（C6TpA）作为双功能氢键供体与双功能受体1,3-二氨丙烷（Dap）、哌嗪（Pip）和4,4'-联吡啶（Bipy）的自组装研究，涵盖了晶体晶格和介相。在化合物CnOTpA与二胺Dap的化学计量混合物中，形成了层状结构的介相，这在我们所知的范围内构成了从2,5-二烷氧基对苯二甲酸和双功能二胺生成介相的首例。使用X射线散射、差示扫描量热法（DSC）和偏振显微镜对这些混合物的液晶特性进行了表征。C6TpA·Bipy和C6TpA·Pip复合物在晶体晶格中的自组装特征使用单晶X射线结构分析进行了表征。在C6TpA·Bipy的晶体晶格中，仅观察到中性酸与碱之间的氢键相互作用。然而，在C6TpA与Pip的共晶体结构中，由于质子从酸基转移到碱的基本氮原子，观察到了离子相互作用。
• Hydrogen bonded arylamide-linked cholesteryl dimesogenic liquid crystals: a study of the length and side chain effects
  作者：Gui-Tao Wang、Xin Zhao、Zhan-Ting Li

  DOI：10.1016/j.tet.2010.11.046

  日期：2011.1

  Dimesogenic compounds 1a-c, 2a-i, and 3, that are composed of a hydrogen bonding-induced straight arylamide spacer and two appended cholesterol groups, have been designed and synthesized. The backbones of the rigid spacers of 1a-c, 2a-i, and 3 contain one, three, and five benzene units, which bear two, six, and ten alkoxyl (methoxyl, n-octoxyl, or n-dodecoxyl) groups, respectively. The thermal and optical properties of the compounds are investigated by using the differential scanning calorimetry (DSC), polarizing optical microscopy (POM), and powder X-ray diffraction (PXRD) analysis. It is revealed that la c exhibit one or two liquid crystalline (LC) phases, 2a-i exhibit no, one or two LC phases, while 3 exhibits one LC phase in a wide temperature range. Generally, the more and longer alkoxyl chains facilitate the formation of the LC phases at low temperature. Notably, compound 2g, which bears two methoxyl and four dodecoxyl groups, displays a blue-red color change during both the heating and cooling cycle. The result illustrates that dimesogens with large rigid spacers can exhibit different LC phases when long aliphatic chains are appended to balance the strong stacking of the rigid backbones. (C) 2010 Elsevier Ltd. All rights reserved.