trimethyl 2,4,6-tribromobenzene-1,3,5-tricarboxylate | 574747-52-7

• 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: trimethyl 2,4,6-tribromobenzene-1,3,5-tricarboxylate
• CAS: 574747-52-7
• 化学式: C₁₂H₉Br₃O₆
• 分子量: 488.912
• InChiKey: BDZRYAKTXQRGMS-UHFFFAOYSA-N

物化性质

• 沸点：
  472.6±40.0 °C(Predicted)
• 密度：
  1.942±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  trimethyl 2,4,6-tribromobenzene-1,3,5-tricarboxylate 在 吡啶 、 sodium hydroxide 、 四(三苯基膦)钯 、 氯化亚砜 、 三苯胂 作用下， 以 二氯甲烷 、 异丙醇 、 甲苯 为溶剂， 反应 64.0h， 生成 2,4,6-trisphenylethynylbenzene-1,3,5-tricarboxylic acid trisdodecylamide
  参考文献：
  名称：

  Synthesis, Self-Assembly, and Switching of One-Dimensional Nanostructures from New Crowded Aromatics

  摘要：

  This study outlines a versatile and expeditious synthesis of the first derivatives of a new class of benzene that is substituted with both three amide and three alkyne substituents. Sparsely covered monolayer films, made through spin-casting, reveal one-dimensional nanostructures that can be visualized with atomic force microscopy. In bulk, synchrotron X-ray diffraction and polarized light microscopy show that these nanostructured columns assemble further into a two-dimensional liquid crystalline phase. The birefringence of this phase can be switched by application of an electric field. The half-time for the liquid crystalline phase to switch is very fast and proportional to the applied voltage.

  DOI：

  10.1021/ja034783a
• 作为产物：
  描述：

  (2,4,6-tribromobenzene-1,3,5-triyl)tris(methylene) triacetate 在 吡啶 、 sodium hydroxide 、 potassium permanganate 、 氯化亚砜 作用下， 反应 36.0h， 生成 trimethyl 2,4,6-tribromobenzene-1,3,5-tricarboxylate
  参考文献：
  名称：

  Synthesis, Self-Assembly, and Switching of One-Dimensional Nanostructures from New Crowded Aromatics

  摘要：

  This study outlines a versatile and expeditious synthesis of the first derivatives of a new class of benzene that is substituted with both three amide and three alkyne substituents. Sparsely covered monolayer films, made through spin-casting, reveal one-dimensional nanostructures that can be visualized with atomic force microscopy. In bulk, synchrotron X-ray diffraction and polarized light microscopy show that these nanostructured columns assemble further into a two-dimensional liquid crystalline phase. The birefringence of this phase can be switched by application of an electric field. The half-time for the liquid crystalline phase to switch is very fast and proportional to the applied voltage.

  DOI：

  10.1021/ja034783a

文献信息

• Ruthenium-Catalyzed Cycloadditions of 1-Haloalkynes with Nitrile Oxides and Organic Azides: Synthesis of 4-Haloisoxazoles and 5-Halotriazoles
  作者：James S. Oakdale、Rakesh K. Sit、Valery V. Fokin

  DOI：10.1002/chem.201402559

  日期：2014.8.25

  (Cyclopentadienyl)(cyclooctadiene) ruthenium(II) chloride [CpRuCl(cod)] catalyzes the reaction between nitrile oxides and electronically deficient 1‐choro‐, 1‐bromo‐, and 1‐iodoalkynes leading to 4‐haloisoxazoles. Organic azides are also suitable 1,3‐dipoles, resulting in 5‐halo‐1,2,3‐triazoles. These air‐tolerant reactions can be performed at room temperature with 1.25 equivalents of the respective

  （环戊二烯基）（环辛二烯）氯化钌（II）[CpRuCl(cod)] 催化腈氧化物与电子缺陷的 1-氯-、1-溴-和 1-碘炔之间的反应，生成 4-卤代异恶唑。有机叠氮化物也是合适的 1,3-偶极子，产生 5-卤代-1,2,3-三唑。这些耐空气反应可以在室温下进行，相对于炔烃组分，相应的 1,3-偶极子为 1.25 当量。反应性 1-卤代炔烃包括丙炔酰胺、酯、酮和膦酸酯。卤化唑类产物的后官能化可以通过钯催化的交叉偶联反应和活性酰胺基团的操作来实现。用 [Cp*RuCl(cod)]（Cp*=五甲基环戊二烯基）观察到的催化缺乏归因于 Cp* 的空间需求（η 5 ‐C 5 Me 5 ) 配体与母体 Cp ( η 5 ‐C 5 H 5 ) 相比。[( η 5 ‐C 5 Me 4 CF 3 )RuCl(cod)]的低反应性支持了这一假设，它作为 Cp* 的等排模拟物和 Cp 的等电子类似物。
• Functionalized C3-Symmetric Building Blocks—The Chemistry of Triaminotrimesic Acid
  作者：Lisa Schmidt、Danny Wagner、Martin Nieger、Stefan Bräse

  DOI：10.3390/molecules27144369

  日期：——

  of C3-symmetric fully substituted benzenes were prepared based on alkyl triamino-benzene-tricarboxylates. Starting with a one step-synthesis, the alkyl triamino-benzene-tricarboxylates were synthesized using the corresponding cyanoacetates. The reactivity of these electronically sophisticated compounds was investigated by the formation of azides, the click reaction of the azides and a Sandmeyer-like

  基于烷基三氨基苯三羧酸盐制备了一系列C 3对称完全取代苯。从一步合成开始，使用相应的氰基乙酸酯合成三氨基苯三羧酸烷基酯。通过叠氮化物的形成、叠氮化物的点击反应和类 Sandmeyer 反应研究了这些电子复杂化合物的反应性。由于三氨基苯的稳定性低，直接N-烷基化的报道很少。使用稳定的烷基三氨基苯三羧酸盐使我们能够在标准烷基化条件下进行完全N-烷基化。C 3的分子结构对称结构已通过 X 射线分析得到证实。
• CN116554034
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