4,4'-(1,4-dinitrobutane-2,3-diyl)bis(methoxybenzene) | 180069-66-3

• 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: 4,4'-(1,4-dinitrobutane-2,3-diyl)bis(methoxybenzene)
• 英文别名: 2,3-bis-(4-methoxy-phenyl)-1,4-dinitro-butane；2,3-Bis-(4-methoxy-phenyl)-1,4-dinitro-butan；1,4-Dinitro-2,3-di-(4-methoxyphenyl)-butan；1-methoxy-4-[3-(4-methoxyphenyl)-1,4-dinitrobutan-2-yl]benzene
• CAS: 180069-66-3
• 化学式: C₁₈H₂₀N₂O₆
• 分子量: 360.367
• InChiKey: WEURIDUMRRCBQX-UHFFFAOYSA-N

物化性质

• 熔点：
  226 °C(Solv: acetic acid (64-19-7))
• 沸点：
  515.9±50.0 °C(Predicted)
• 密度：
  1.238±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  4,4'-(1,4-dinitrobutane-2,3-diyl)bis(methoxybenzene) 在 氨 、 镍 作用下， 80.0 ℃ 、9.81 MPa 条件下， 生成 racem.-2,3-bis-(4-methoxy-phenyl)-butanediyldiamine
  参考文献：
  名称：

  Neue Verbindungen mit dem Grundskelett synthetischer �strogene

  摘要：

  DOI：

  10.1007/bf00900788
• 作为产物：
  描述：

  4-甲氧基-β-硝基苯乙烯 在 吡啶 、 钯 作用下， 生成 4,4'-(1,4-dinitrobutane-2,3-diyl)bis(methoxybenzene) 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Neue Verbindungen mit dem Grundskelett synthetischer Östrogene

  摘要：

  DOI：

  10.1007/bf00897803

文献信息

• Additions of organomanganese reagents to conjugated nitroolefins
  作者：I.N.N. Namboothiri、Alfred Hassner

  DOI：10.1016/0022-328x(96)06150-5

  日期：1996.7

  Additions of organomanganese reagents to aromatic and aliphatic conjugated nitroolefins were examined for the first time. In most cases reaction proceeded rapidly at -30 degrees C. Unlike Mn reagents lacking beta-hydrogens (Me, Ph), which lead to oxidative coupling and reductive dimerisation of nitrostyrenes, benzylmanganese chloride gives 1,4-addition in yields exceeding Grignard or Cu-assisted additions. At 0 degrees C alkyl(Bu, Pr)-manganese reagents undergo an addition-migration-elimination process with nitrostyrenes providing a convenient and stereospecific entry into arylated trans-olefins.
• <i>N</i>-Heterocyclic Carbene Organocatalytic Reductive β,β-Coupling Reactions of Nitroalkenes via Radical Intermediates
  作者：Yu Du、Yuhuang Wang、Xin Li、Yaling Shao、Guohui Li、Richard D. Webster、Yonggui Robin Chi

  DOI：10.1021/ol5027415

  日期：2014.11.7

  An unprecedented N-heterocyclic carbene catalytic reductive beta,beta-carbon coupling of alpha,beta-nitroalkenes, by using an organic substrate to mimic the one-electron oxidation role of the pyruvate ferredoxin oxidoreductase (PFOR) in living systems, has been developed. The reaction goes through a radical anion intermediate generated under a catalytic redox process. For the first time, the presence of radical anion intermediate in NHC organocatalysis is observed and clearly verified.