2,6-bis(3′,5′-dinitrophenyl)aniline

• 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: 2,6-bis(3′,5′-dinitrophenyl)aniline
• 英文别名: 2,6-Bis(3,5-dinitrophenyl)aniline；2,6-bis(3,5-dinitrophenyl)aniline
• 化学式: C₁₈H₁₁N₅O₈
• 分子量: 425.314
• InChiKey: ZHSUUXKLUDGIFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  209
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2,6-bis(3′,5′-dinitrophenyl)aniline 在 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 20.0h， 生成 2,6-bis(3′,5′-dinitrophenyl)aniline
  参考文献：
  名称：

  Role of Electron-Withdrawing Remote Substituents in Neutral Nickel(II) Polymerization Catalysts

  摘要：

  The novel neutral kappa(2)-N,O-salicylaldiminato Ni-(II) complex, [kappa(2)-N,O-{2,6-(3',5'-R2C6H3)(2)C6H3-N=C(H)-(3,5-I-2-2-O-C6H2)}NiCH3(pyridine)] (1a-pyr, R = NO2), with four nitro substituents on the N-terphenyl motif is a catalyst precursor for ethylene polymerization to yield linear higher molecular weight polyethylene (e.g., M-n 2.1 x 10(5) g mol(-1) and only 2 methyl branches per 1000 carbon atoms). A comparison with other known catalyst precursors at various polymerization conditions shows that the catalytic properties in terms of linearity and molecular weight are similar to the fluorinated catalyst precursor with R = CF3, showing that the latter is not singular, but rather suppression of chain transfer and branch formation by beta-hydride elimination can also be brought about by nonfluorinated electron-withdrawing remote substituents.

  DOI：

  10.1021/om400757f
• 作为产物：
  描述：

  1,3-二硝基苯 在 N-溴代丁二酰亚胺(NBS) 、 sodium carbonate 、 三苯基膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 硫酸 、 水 、 甲苯 为溶剂， 反应 64.0h， 生成 2,6-bis(3′,5′-dinitrophenyl)aniline
  参考文献：
  名称：

  Role of Electron-Withdrawing Remote Substituents in Neutral Nickel(II) Polymerization Catalysts

  摘要：

  The novel neutral kappa(2)-N,O-salicylaldiminato Ni-(II) complex, [kappa(2)-N,O-{2,6-(3',5'-R2C6H3)(2)C6H3-N=C(H)-(3,5-I-2-2-O-C6H2)}NiCH3(pyridine)] (1a-pyr, R = NO2), with four nitro substituents on the N-terphenyl motif is a catalyst precursor for ethylene polymerization to yield linear higher molecular weight polyethylene (e.g., M-n 2.1 x 10(5) g mol(-1) and only 2 methyl branches per 1000 carbon atoms). A comparison with other known catalyst precursors at various polymerization conditions shows that the catalytic properties in terms of linearity and molecular weight are similar to the fluorinated catalyst precursor with R = CF3, showing that the latter is not singular, but rather suppression of chain transfer and branch formation by beta-hydride elimination can also be brought about by nonfluorinated electron-withdrawing remote substituents.

  DOI：

  10.1021/om400757f

文献信息

• Role of Electron-Withdrawing Remote Substituents in Neutral Nickel(II) Polymerization Catalysts
  作者：Anna Osichow、Inigo Göttker-Schnetmann、Stefan Mecking

  DOI：10.1021/om400757f

  日期：2013.9.23

  The novel neutral kappa(2)-N,O-salicylaldiminato Ni-(II) complex, [kappa(2)-N,O-2,6-(3',5'-R2C6H3)(2)C6H3-N=C(H)-(3,5-I-2-2-O-C6H2)}NiCH3(pyridine)] (1a-pyr, R = NO2), with four nitro substituents on the N-terphenyl motif is a catalyst precursor for ethylene polymerization to yield linear higher molecular weight polyethylene (e.g., M-n 2.1 x 10(5) g mol(-1) and only 2 methyl branches per 1000 carbon atoms). A comparison with other known catalyst precursors at various polymerization conditions shows that the catalytic properties in terms of linearity and molecular weight are similar to the fluorinated catalyst precursor with R = CF3, showing that the latter is not singular, but rather suppression of chain transfer and branch formation by beta-hydride elimination can also be brought about by nonfluorinated electron-withdrawing remote substituents.