diethyl 5-(trimethylsilylethynyl)isophthaloate | 368455-17-8

• 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 5-(trimethylsilylethynyl)isophthaloate
• 英文别名: diethyl-5-(trimethylsilylethynyl)isophthalate；1,3-Diethylcarboxylate-4-(trimethylsilylethynyl)benzene；diethyl 5-(2-trimethylsilylethynyl)benzene-1,3-dicarboxylate
• CAS: 368455-17-8
• 化学式: C₁₇H₂₂O₄Si
• 分子量: 318.445
• InChiKey: ISQUDXCBMPTHPS-UHFFFAOYSA-N

物化性质

• 熔点：
  66.2 °C
• 沸点：
  394.5±42.0 °C(predicted)
• 密度：
  1.08±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.27
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl 5-(trimethylsilylethynyl)isophthaloate 在 哌啶 、 copper(l) iodide 、 四(三苯基膦)钯 、 乙醇 、 caesium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 生成 diethyl-5-[(4-[(phenyl)ethynyl]phenyl)ethynyl]isophthaloate
  参考文献：
  名称：

  Tetrahedral Onsager Crosses for Solubility Improvement and Crystallization Bypass

  摘要：

  Pure organic molecules exhibiting a suitable concave rigid shape are expected to give porous glasses in the solid state. Such a feature opens new opportunities to avoid crystallization and to improve molecular solubility in relation to the high internal energy of these solid phases. To quantitatively explore the latter strategy, a series of rigid tetrahedral conjugated molecules nC and the corresponding models nR have been synthesized. Related to the present purpose, several properties have been investigated using UV absorption, steady-state fluorescence emission, differential scanning calorimetry, H-1 NMR translational self-diffusion, magic angle spinning C-13 NMR, and multiple-beam interferometry experiments. The present tetrahedral crosses are up to 8 orders of magnitude more soluble than the corresponding model compounds after normalization to the same molecular length. In addition, they give concentrated monomeric solutions that can be used to cover surfaces with homogeneous films whose thickness goes down to the nanometer range. Such attractive features make cross-like molecular architectures promising for many applications.

  DOI：

  10.1021/ja010019h
• 作为产物：
  描述：

  diethyl 5-aminoisophthalate 在 哌啶 、 盐酸 、 copper(l) iodide 、 四(三苯基膦)钯 、 sodium nitrite 作用下， 反应 7.75h， 生成 diethyl 5-(trimethylsilylethynyl)isophthaloate
  参考文献：
  名称：

  Tetrahedral Onsager Crosses for Solubility Improvement and Crystallization Bypass

  摘要：

  Pure organic molecules exhibiting a suitable concave rigid shape are expected to give porous glasses in the solid state. Such a feature opens new opportunities to avoid crystallization and to improve molecular solubility in relation to the high internal energy of these solid phases. To quantitatively explore the latter strategy, a series of rigid tetrahedral conjugated molecules nC and the corresponding models nR have been synthesized. Related to the present purpose, several properties have been investigated using UV absorption, steady-state fluorescence emission, differential scanning calorimetry, H-1 NMR translational self-diffusion, magic angle spinning C-13 NMR, and multiple-beam interferometry experiments. The present tetrahedral crosses are up to 8 orders of magnitude more soluble than the corresponding model compounds after normalization to the same molecular length. In addition, they give concentrated monomeric solutions that can be used to cover surfaces with homogeneous films whose thickness goes down to the nanometer range. Such attractive features make cross-like molecular architectures promising for many applications.

  DOI：

  10.1021/ja010019h

文献信息

• A NbO-type metal–organic framework derived from a polyyne-coupled di-isophthalate linker formed in situ
  作者：Dan Zhao、Daqiang Yuan、Andrey Yakovenko、Hong-Cai Zhou

  DOI：10.1039/c002767g

  日期：——

  A NbO-type metal–organic framework, PCN-46, was constructed based on a polyyne-coupled di-isophthalate linker formed in situ. Its lasting porosity was confirmed by N2 adsorption isotherm, and its H2, CH4 and CO2 adsorption capacity was examined at 77 K and 298 K over a wide pressure range (0–110 bar).

  NbO 型金属有机骨架 PCN-46 是基于原位形成的聚炔偶联二间苯二甲酸酯连接基构建的。其持久的孔隙度通过 N2 吸附等温线得到证实，并在 77 K 和 298 K 的宽压力范围（0-110 bar）下检查了其 H2、CH4 和 CO2 吸附能力。
• Multicomponent, Multicavity Metallacages That Contain Different Binding Sites for Allosteric Recognition
  作者：Haifei Liu、Chenxing Guo、Luqi Li、Zeyuan Zhang、Yali Hou、Chaoqun Mu、Gao-lei Hou、Zhenyi Zhang、Heng Wang、Xiaopeng Li、Mingming Zhang

  DOI：10.1021/jacs.4c01873

  日期：2024.6.12

  fullerenes (C60 or C70) and coronene using its different cavities, allowing distinct allosteric recognition of coronene upon the addition of C60 or C70. Owing to the different binding affinities of the cavities, the metallacage hosts one C60 molecule in the central cavity and two coronene units in the side cavities, while encapsulating two C70 molecules in the side cavities and one coronene molecule in the

  不同的客体分子被不同的蛋白质识别域封装，导致选择性结合、催化和运输。能够选择性地结合不同空腔中的不同客体以模拟蛋白质功能的合成宿主是非常理想的，但也具有挑战性。在这里，我们报告了通过多组分协调驱动的自组装制备的三种梯形三腔金属框架。有趣的是，基于卟啉的金属包合物能够利用其不同的空腔对富勒烯（C 60或C 70 ）和晕苯进行杂配封装，从而在添加C 60或C 70后能够对晕苯进行不同的变构识别。由于空腔的结合亲和力不同，金属包合物在中央空腔中容纳1个C 60分子，在侧空腔中容纳2个晕苯单元，同时在侧空腔中封装2个C 70分子，在中央空腔中容纳1个晕苯分子。能够实现杂配封装和变构识别的多腔组件的合理设计将指导具有可调识别特性的先进超分子结构的进一步设计。
• Metal–Organic Framework Materials with Ultrahigh Surface Areas: Is the Sky the Limit?
  作者：Omar K. Farha、Ibrahim Eryazici、Nak Cheon Jeong、Brad G. Hauser、Christopher E. Wilmer、Amy A. Sarjeant、Randall Q. Snurr、SonBinh T. Nguyen、A. Özgür Yazaydın、Joseph T. Hupp

  DOI：10.1021/ja3055639

  日期：2012.9.12

  We have synthesized, characterized, and computationally simulated/validated the behavior of two new metal organic framework (MOF) materials displaying the highest experimental Brunauer-Emmett-Teller (BET) surface areas of any porous materials reported to date (similar to 7000 m(2)/g). Key to evacuating the initially solvent-filled materials without pore collapse, and thereby accessing the ultrahigh areas, is the use of a supercritical CO2 activation technique. Additionally, we demonstrate computationally that by shifting from phenyl groups to "space efficient" acetylene moieties as linker expansion units, the hypothetical maximum surface area for a MOF material is substantially greater than previously envisioned (similar to 14600 m(2)/g (or greater) versus similar to 10500 m(2)/g).