1-丙烯-1,1,2-三甲腈,3-(1-甲基-4(1H)-喹啉亚基)- | 139298-39-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 1-丙烯-1,1,2-三甲腈,3-(1-甲基-4(1H)-喹啉亚基)-
• 英文名称: 1,4-Dihydro-1-methyl-4-(2,3,3-tricyanoallylidene)quinoline
• CAS: 139298-39-8
• 化学式: C₁₆H₁₀N₄
• 分子量: 258.282
• InChiKey: PTVKNBXUCNVAOT-XYOKQWHBSA-N

物化性质

• 沸点：
  390.4±42.0 °C(Predicted)
• 密度：
  1.309±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  74.61
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1,4-dimethylquinolinium iodide 、 四氰基乙烯 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以57%的产率得到1-丙烯-1,1,2-三甲腈,3-(1-甲基-4(1H)-喹啉亚基)-
  参考文献：
  名称：

  Synthesis and the molecular and crystal structure of 1, 4-dihydro-1-methyl-4-(2, 3, 3-tricyanoallylidene)quinoline

  摘要：

  The reaction of 1,4-dimethylquinolinium iodide with tetracyanoethylene in presence of triethylamine proceeds highly regioselectively with the formation of 1,4-dihydro-1-methyl-4-(2,3,3-tricyanoallylidene)quinoline. It was shown by an x-ray structural investigation that its crystal is built from two, not quite planar, symmetrically independent molecules (IIIa) and (IIIb): The dihedral angles in these between the dihydroquinoline nucleus and the tricyanoallylidene group are 8.6 and 10.8-degrees. An examination is made of the influence on the structure of the molecules of steric factors and effects of the conjugation of the donor and acceptor parts of the molecules, leading to considerable intramolecular transfer of charge. In the crystal the molecules form stacks of the type ... aabb ... with the participation of both symmetrically independent molecules and with interplanar distances d of 3.341, 3.449, and 3.347 angstrom, which may be conducive to intermolecular transfer of charge.

  DOI：

  10.1007/bf00958005