N-(2,3,5,6-tetrachloropyrid-4-yl)cinnamide | 191327-40-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: N-(2,3,5,6-tetrachloropyrid-4-yl)cinnamide
• 英文别名: (2E)-3-Phenyl-N-(2,3,5,6-tetrachloro-4-pyridinyl)-2-propenamide；(E)-3-phenyl-N-(2,3,5,6-tetrachloropyridin-4-yl)prop-2-enamide
• CAS: 191327-40-9
• 化学式: C₁₄H₈Cl₄N₂O
• 分子量: 362.042
• InChiKey: SCFXAYDINMUJOW-VOTSOKGWSA-N

物化性质

• 沸点：
  514.5±50.0 °C(Predicted)
• 密度：
  1.557±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,3,5,6-tetrachloropyridine-4-sulfonamide 、 3-苯基-2-丙烯酰氯 在 4-二甲氨基吡啶 、 TEA 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以58%的产率得到肉桂腈
  参考文献：
  名称：

  N-(2,3,5,6-Tetrachloropyrid-4-yl)cinnamide

  摘要：

  The title compound, C14H8Cl4N2O, is an unexpected side product of a reaction to convert an acid chloride into a nitrile, the nature of which indicates the probable mechanism of the major reaction. In the crystal structure, a conjugated and approximately planar cinnamide framework is attached to an almost perpendicular tetrachloro-substituted pyridyl ring, severe steric interactions overcoming the enhanced delocalization which would occur with coplanarity.

  DOI：

  10.1107/s0108270197004162

文献信息

• <i>N</i>-(2,3,5,6-Tetrachloropyrid-4-yl)cinnamide
  作者：W. Clegg、M. R. J. Elsegood、R. F. W. Jackson、J. L. Fraser、L. J. Emsden

  DOI：10.1107/s0108270197004162

  日期：1997.6.15

  The title compound, C14H8Cl4N2O, is an unexpected side product of a reaction to convert an acid chloride into a nitrile, the nature of which indicates the probable mechanism of the major reaction. In the crystal structure, a conjugated and approximately planar cinnamide framework is attached to an almost perpendicular tetrachloro-substituted pyridyl ring, severe steric interactions overcoming the enhanced delocalization which would occur with coplanarity.