5,5'-dimethoxy-2,2'-dinitrobiphenyl | 23933-50-8

• 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: 5,5'-dimethoxy-2,2'-dinitrobiphenyl
• 英文别名: 2.2'-Dinitro-5.6'-dimethoxy-biphenyl；5,5'-Dimethoxy-2,2'-dinitro-biphenyl；4-Methoxy-2-(5-methoxy-2-nitrophenyl)-1-nitrobenzene
• CAS: 23933-50-8
• 化学式: C₁₄H₁₂N₂O₆
• 分子量: 304.259
• InChiKey: JTQUTIQOPUPMHS-UHFFFAOYSA-N

物化性质

• 熔点：
  142-144 °C(Solvent: Acetonitrile)
• 沸点：
  470.8±40.0 °C(predicted)
• 密度：
  1.343±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,5'-dimethoxy-2,2'-dinitrobiphenyl 在 三氯化铝 、 十二硫醇 作用下， 以 二氯甲烷 为溶剂， 以79%的产率得到5,5'-dihydroxy-2,2'-dinitrobiphenyl
  参考文献：
  名称：

  Novel atropisomeric aminophosphine ligands with a bridge across the 5,5′-position of biphenyl for Rh(I)-catalyzed asymmetric hydrogenation

  摘要：

  A new type of atropisomeric bisaminophosphine ligands 2 with a bridge across the 5,5'-position of biphenyl has been developed. The axial chirality of this type of ligands can be retained by macro-ring strain produced from 5,5'-linkage of biphenyl even without 6,6'-substituents on biphenyls. The ligand (R)-2a showed high catalytic activities and enantioselectivities (up to 95.3% ee and quantitative yields) for Rh(I)-catalyzed asymmetric hydrogenation of a variety of methyl (Z)-2-acetamido-3-arylacrylates, (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.04.140
• 作为产物：
  描述：

  5-甲氧基-2-硝基苯甲酸 在 copper(l) iodide 作用下， 以 二甲基亚砜 为溶剂， 反应 20.0h， 以65%的产率得到5,5'-dimethoxy-2,2'-dinitrobiphenyl
  参考文献：
  名称：

  Facile synthesis of 2,2′-dinitrosubstituted biaryls through Cu-catalyzed ligand-free decarboxylative homocoupling of ortho-nitrobenzoic acids

  摘要：

  一种新型无废物的Cu催化的具有不同取代基的邻硝基苯甲酸的脱羧同源偶联反应已被开发。

  DOI：

  10.1039/c5ra07771k

文献信息

• Fischer, Hans; Neugebauer, Franz A.; Chandra, Harish, Journal of the Chemical Society. Perkin transactions II, 1989, p. 727 - 730
  作者：Fischer, Hans、Neugebauer, Franz A.、Chandra, Harish、Symons, Martyn C. R.

  DOI：——

  日期：——
• Synthesis of atropisomeric 5,5′-linked biphenyl bisaminophosphine ligands and their applications in asymmetric catalysis
  作者：Yong Jian Zhang、Hao Wei、Wanbin Zhang

  DOI：10.1016/j.tet.2008.12.056

  日期：2009.2

  Atropisomeric 5,5'-linked biphenyl bisaminophosphine ligands 2 has been synthesized. The axial chirality of this type of ligands can be retained by macro ring strain produced from 5,5'-linkage of biphenyl even without 6,6'-substituents on biphenyls. The Rh complex of bisaminophosphine 2a as a catalyst is effectively working in the asymmetric hydrogenation of methyl (Z)-2-acetamido-3-arylacrylates, however, for hydrogenation of arylenamide, the low enantioselectivity was observed. When the ligands applied to Pd-catalyzed allylic alkylation, it is found that ligand 2b having a longer backbone linkage is a better ligand for enantioselection in the reaction. (C) 2008 Elsevier Ltd. All rights reserved.
• Behnam, Basil A.; Hall, D. Muriel, Journal of the Chemical Society. Perkin transactions I, 1980, p. 107 - 112
  作者：Behnam, Basil A.、Hall, D. Muriel

  DOI：——

  日期：——
• BEHNAM B. A.; HALL D. M., J. CHEM. SOC. PERKIN TRANS., PART 1, 1980, NO 1, 107-112
  作者：BEHNAM B. A.、 HALL D. M.

  DOI：——

  日期：——
• JPS54119927A
  申请人：——

  公开号：JPS54119927A

  公开（公告）日：1979-09-18