1,4-Bis(2-benzamidoethyl)benzene | 150933-07-6

• 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: 1,4-Bis(2-benzamidoethyl)benzene
• 英文别名: 1,4-bis-(2-benzoylamino-ethyl)-benzene；1,4-Bis-(2-benzoylamino-aethyl)-benzol；1.4-Bis-(2-benzamino-aethyl)-benzol；N-[2-[4-(2-benzamidoethyl)phenyl]ethyl]benzamide
• CAS: 150933-07-6
• 化学式: C₂₄H₂₄N₂O₂
• 分子量: 372.467
• InChiKey: QUGCNWDBVRHBQE-UHFFFAOYSA-N

物化性质

• 沸点：
  678.9±48.0 °C(Predicted)
• 密度：
  1.147±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-Bis(2-benzamidoethyl)benzene 在 palladium on activated charcoal 、 三氯氧磷 作用下， 生成 N-[2-(1-phenyl-[7]isoquinolyl)-ethyl]-benzamide
  参考文献：
  名称：

  Über6-和7-Aminoäthyl-1-phenyl-isochinoline

  摘要：

  DOI：

  10.1002/hlca.19470300703
• 作为产物：
  描述：

  N-(2-氯乙基)苯甲酰胺 在 正丁基锂 、 naphthalen-1-yl-lithium 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 26.0h， 生成 1,4-Bis(2-benzamidoethyl)benzene
  参考文献：
  名称：

  Direct coupling of functionalized organolithium compounds with aryl and vinyl halides

  摘要：

  The reaction between beta- and gamma-nitrogen-functionalized and gamma- and epsilon-oxygen-functionalized organolithium compounds 3, 4, 30-32 and different aromatic, heteroaromatic, and vinylic halides affords directly the corresponding substitution products: functionalized benzamides 5-26 and alcohols 33-37. Symmetrical and mixed products of double coupling 38-40 were also prepared from 1,4-diiodobenzene. The formation of alkyl halides as intermediates has been verified. Aryl or vinyl halides giving rise to unstable aryl or vinyllithium reagents were unsuccessful in the coupling reaction.

  DOI：

  10.1021/jo00074a025

文献信息

• Über 6- und 7-Aminoäthyl-1-phenyl-isochinoline
  作者：Esther Leupin、Hans Dahn

  DOI：10.1002/hlca.19470300703

  日期：1947.12.1
• Direct coupling of functionalized organolithium compounds with aryl and vinyl halides
  作者：Jose Barluenga、Javier M. Montserrat、Josefa Florez

  DOI：10.1021/jo00074a025

  日期：1993.10

  The reaction between beta- and gamma-nitrogen-functionalized and gamma- and epsilon-oxygen-functionalized organolithium compounds 3, 4, 30-32 and different aromatic, heteroaromatic, and vinylic halides affords directly the corresponding substitution products: functionalized benzamides 5-26 and alcohols 33-37. Symmetrical and mixed products of double coupling 38-40 were also prepared from 1,4-diiodobenzene. The formation of alkyl halides as intermediates has been verified. Aryl or vinyl halides giving rise to unstable aryl or vinyllithium reagents were unsuccessful in the coupling reaction.