1-[(E)-2-(4-methoxyphenyl)vinyl]-2,4-dinitrobenzene | 129540-40-5

• 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: 1-[(E)-2-(4-methoxyphenyl)vinyl]-2,4-dinitrobenzene
• 英文别名: 2,4-dinitro-4'-methoxystilbene；4'-methoxy-2,4-dinitrostilbene；(2',4'-dinitro-trans-stilben-4-yl)-methyl ether；(2',4'-Dinitro-trans-stilben-4-yl)-methyl-aether；1-[(E)-2-(4-methoxyphenyl)ethenyl]-2,4-dinitrobenzene
• CAS: 129540-40-5
• 化学式: C₁₅H₁₂N₂O₅
• 分子量: 300.271
• InChiKey: ZZFDGUCCHZJOQB-GORDUTHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-[(E)-2-(4-methoxyphenyl)vinyl]-2,4-dinitrobenzene 在 硝酸 作用下， 以60%的产率得到4'-methoxy-α,2,3',4-tetranitrostilbene
  参考文献：
  名称：

  Synthesis of (E) α,2,4-Trinitrostilbenes from (E) 2,4-Dinitrostilbenes

  摘要：

  A convenient synthesis of (E) alpha,2,4-trinitrostilbenes 2a-d from (E) 2,4-dinitrostilbenes 1a-e by direct nitration is reported. Isomerization of the trans geometry of the reactant stilbenes to cis in the products was found. The structures of stilbenes 2a, 2c and 2d were confirmed by XRD.

  DOI：

  10.1081/scc-120018685
• 作为产物：
  描述：

  2,4-二硝基甲苯 、 4-甲氧基苯甲醛 在 哌啶 作用下， 以 吡啶 为溶剂， 反应 0.5h， 以72%的产率得到1-[(E)-2-(4-methoxyphenyl)vinyl]-2,4-dinitrobenzene
  参考文献：
  名称：

  Hanson, James R.; Hitchcock, Peter B.; Saberi, Hamid, Journal of Chemical Research, 2004, # 10, p. 667 - 669

  摘要：

  DOI：

文献信息

• Copper-Catalyzed Direct α-Nitration of Nitrostilbenes with Nitrogen Dioxide
  作者：Kai Chen、Xi Gao、Hui Zou、Guan Xiao、Xin Peng

  DOI：10.1055/s-0037-1611749

  日期：2019.4

  A novel and efficient method for the direct α-nitration of nitrostilbenes was developed in which NO2 was used as the nitro source. This method provided (E)-α-nitrostilbenes derivatives in moderate to good yields. A broad substrate scope, mild and convenient conditions, and high stereoselectivity are important features of this method.

  开发了一种以 NO2 作为硝基源直接 α-硝化硝基芪的新型高效方法。该方法以中等至良好的产率提供 (E)-α-硝基二苯乙烯衍生物。底物范围广、条件温和方便、立体选择性高是该方法的重要特点。
• Highly double selective nitration of nitrostilbenes over zeolite
  作者：Jun-Hui Xu、Jian-Ping Wei、Zheng Hao、Qing-Guo Ma、Xin-Hua Peng

  DOI：10.1039/c4cc04688a

  日期：——

  A feasible zeolite-assisted ortho C–H nitration of nitrostilbenes has been developed for the first time.

  首次开发了一种可行的沸石辅助的亚甲基C-H硝化反应，用于亚硝基芳基丙烯酸酯的合成。
• MICROWAVE-INDUCED SYNTHESIS OF NITROSTILBENES UNDER NEAT CONDITION
  作者：S. Saravanan、P. C. Srinivasan

  DOI：10.1081/scc-100103315

  日期：2001.1

  Nitrostilbenes 3a-e were synthesized in good yield using microwave under neat conditions, whereas heating at 90 degreesC resulted in poorer yields of products.
• A novel regioselective method for aminostilbene preparation—the role of sodium azide
  作者：Katarzyna Janowska、Rafał Matczak、Jacek Zakrzewski、Hanna Krawczyk

  DOI：10.1016/j.tetlet.2012.09.066

  日期：2012.11

  The reaction between a derivative of 2,4-dinitrostilbene and sodium azide gave consistently 2-amino-4-nitrostilbenes as the sole products instead of the expected azidonitrostilbene. Based on this finding, we present a one-step preparative method for selective transformation of the ortho-NO2 group in (E)-2,4-dinitrostilbenes into an ortho-NH2 group to give (E)-2-amino-4-nitrostilbenes. (C) 2012 Elsevier Ltd. All rights reserved.
• METHOD OF MAKING MULTIPLEXED TRANSMISSION HOLOGRAMS
  申请人：SABIC Innovative Plastics IP B.V.

  公开号：EP2742389A1

  公开（公告）日：2014-06-18