Diethyl 2,2'-dinitrobenzil-4,4'-dicarboxylate | 150713-22-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: Diethyl 2,2'-dinitrobenzil-4,4'-dicarboxylate
• 英文别名: ethyl 4-[2-(4-ethoxycarbonyl-2-nitrophenyl)-2-oxoacetyl]-3-nitrobenzoate
• CAS: 150713-22-7
• 化学式: C₂₀H₁₆N₂O₁₀
• 分子量: 444.354
• InChiKey: IWXHUEDOFVIPDN-UHFFFAOYSA-N

物化性质

• 沸点：
  639.8±55.0 °C(predicted)
• 密度：
  1.420±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.92
• 重原子数：
  32.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  173.02
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Diethyl 2,2'-dinitrobenzil-4,4'-dicarboxylate 在 盐酸 、 tin(ll) chloride 作用下， 以 溶剂黄146 为溶剂， 反应 5.0h， 以67%的产率得到Diethyl 5,10-dihydroindolo<3,2-b>indole-2,7-dicarboxylate
  参考文献：
  名称：

  Synthesis and properties of diethyl 5,10-dihetera-5,10-dihydroindeno[2,1-a]indene-2,7-dicarboxylates

  摘要：

  A series of six heterocyclic diesters lb-6b containing all combinations of nitrogen, sulfur, and selenium has been prepared from a common precursor, diethyl 2,2'-dinitrostilbene-4,4'-dicarboxylate. Electrochemical analysis showed oxidation potential increases in the order N < Se < S, and the same trend was observed for maxima of UV absorbance. Electrochemical oxidation of indoloindole lb (but not the other members of the series) generates a persistent radical cation whose properties were investigated. Diesters containing sulfur and selenium (but not nitrogen) form S(A) liquid crystals. A new synthetic method leading to the indolo[1,2-b]indazole ring system has been found.

  DOI：

  10.1021/jo00071a034
• 作为产物：
  描述：

  4,4'-(ethene-1,2-diyl)dibenzoic acid 在 chromium(VI) oxide 、 五氯化磷 、 硫酸 、 硝酸 作用下， 以 溶剂黄146 为溶剂， 反应 10.0h， 生成 Diethyl 2,2'-dinitrobenzil-4,4'-dicarboxylate
  参考文献：
  名称：

  Synthesis and properties of diethyl 5,10-dihetera-5,10-dihydroindeno[2,1-a]indene-2,7-dicarboxylates

  摘要：

  A series of six heterocyclic diesters lb-6b containing all combinations of nitrogen, sulfur, and selenium has been prepared from a common precursor, diethyl 2,2'-dinitrostilbene-4,4'-dicarboxylate. Electrochemical analysis showed oxidation potential increases in the order N < Se < S, and the same trend was observed for maxima of UV absorbance. Electrochemical oxidation of indoloindole lb (but not the other members of the series) generates a persistent radical cation whose properties were investigated. Diesters containing sulfur and selenium (but not nitrogen) form S(A) liquid crystals. A new synthetic method leading to the indolo[1,2-b]indazole ring system has been found.

  DOI：

  10.1021/jo00071a034

文献信息

• Prototypes for the Polaronic Ferromagnet. Synthesis and Characterization of High-Spin Organic Polymers
  作者：Michael M. Murray、Piotr Kaszynski、David A. Kaisaki、Wonghil Chang、Dennis A. Dougherty

  DOI：10.1021/ja00097a024

  日期：1994.9

  characterization of several new polymers that are considered one-dimensional prototypes for the polaronic ferromagnetic are reported. Synthesis involved either Wittig or Suzuki coupling to produce polymers with extended pi} systems. Oxidative doping (Isub 2} or AsFsub 5}) produces radical cations (polarons) that are stable at room temperature. Magnetic characterization of the doped polymers, using SQUID-based

  报道了几种新聚合物的制备和表征，这些聚合物被认为是极化铁磁的一维原型。合成涉及 Wittig 或 Suzuki 偶联以生产具有扩展 pi} 系统的聚合物。氧化掺杂（Isub 2} 或 AsFsub 5}）产生在室温下稳定的自由基阳离子（极化子）。使用基于 SQUID 的磁力测定法对掺杂聚合物的磁性表征表明，在一些情况下，极化子的铁磁耦合沿聚合物链发生。各种聚合物的比较揭示了有用的设计原理，并为磁性有机材料的开发提出了新的方向。39 个参考文献，9 个无花果，1 个标签。
• Synthesis and properties of diethyl 5,10-dihetera-5,10-dihydroindeno[2,1-a]indene-2,7-dicarboxylates
  作者：Piotr Kaszynski、Dennis A. Dougherty

  DOI：10.1021/jo00071a034

  日期：1993.9

  A series of six heterocyclic diesters lb-6b containing all combinations of nitrogen, sulfur, and selenium has been prepared from a common precursor, diethyl 2,2'-dinitrostilbene-4,4'-dicarboxylate. Electrochemical analysis showed oxidation potential increases in the order N < Se < S, and the same trend was observed for maxima of UV absorbance. Electrochemical oxidation of indoloindole lb (but not the other members of the series) generates a persistent radical cation whose properties were investigated. Diesters containing sulfur and selenium (but not nitrogen) form S(A) liquid crystals. A new synthetic method leading to the indolo[1,2-b]indazole ring system has been found.