2,2’,2’’-[4,4’,4’’-methanetriyltris(benzene-4,1-diyl)tris(methylazanediyl)]triacetonitrile | 1569293-76-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 2,2’,2’’-[4,4’,4’’-methanetriyltris(benzene-4,1-diyl)tris(methylazanediyl)]triacetonitrile
• CAS: 1569293-76-0
• 化学式: C₂₈H₂₈N₆
• 分子量: 448.571
• InChiKey: PFBLXYXOOVJUIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.75
• 重原子数：
  34.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  81.09
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  三甲基氰硅烷 、 结晶紫 在 叔丁基过氧化氢 、 iron(II) chloride 作用下， 以 甲醇 、 癸烷 为溶剂， 反应 24.0h， 以61%的产率得到2,2’,2’’-[4,4’,4’’-methanetriyltris(benzene-4,1-diyl)tris(methylazanediyl)]triacetonitrile
  参考文献：
  名称：

  铁催化叔胺生成α-氨基腈

  摘要：

  AbstractThe use of iron(II) chloride as catalyst, trimethylsilyl cyanide as source of cyanide ions, and tert‐butyl hydroperoxide as oxidant enabled the conversion of aromatic, benzylic, and aliphatic tertiary amines into α‐amino nitriles under mild conditions. Chemoselective functionalization of NCH3 to NCH2CN was achieved in the presence of N‐benzyl and N‐alkyl groups. N,N‐Dialkylanilines, PhNR2, with R=Et, Bu, Bn furnished the alkyl(aryl)aminoacetonitriles PhN(R)CH2CN as the main products accompanied by α‐amino nitriles generated by ordinary α‐cyanation of the aniline PhNR2. Formation of PhN(R)CH2CN was rationalized by oxidative degradation of N,N‐dialkylanilines to N‐alkylanilines, their condensation with formaldehyde, generated by oxidation of the solvent methanol, and final trapping of the thus formed iminium ions by cyanide.magnified image

  DOI：

  10.1002/adsc.201300441