(E)-4-cyano-3',5'-bis(trifluoromethyl)stilbene | 1002717-45-4

• 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: (E)-4-cyano-3',5'-bis(trifluoromethyl)stilbene
• 英文别名: 4-[(E)-2-[3,5-bis(trifluoromethyl)phenyl]ethenyl]benzonitrile
• CAS: 1002717-45-4
• 化学式: C₁₇H₉F₆N
• 分子量: 341.256
• InChiKey: VOZSNOHSCMSYSH-ZZXKWVIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,5-bis[trifluoromethyl]benzyltriphenylphosphonium bromide 、 4-氰基苯甲醛 在 四丁基碘化铵 、 sodium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 (Z)-4-cyano-3',5'-bis(trifluoromethyl)stilbene 、 (E)-4-cyano-3',5'-bis(trifluoromethyl)stilbene
  参考文献：
  名称：

  Electrocatalytic Oxidative Cleavage of Electron-Deficient Substituted Stilbenes in Acetonitrile−Water Employing a New High Oxidation Potential Electrocatalyst. An Electrochemical Equivalent of Ozonolysis

  摘要：

  A series of symmetrical and unsymmetrical stilbenes bearing two or more strong electron-withdrawing groups were oxidatively cleaved to the corresponding aldehydes in high yield by electrocatalytic anodic oxidation in aqueous acetonitrile employing a new high oxidation potential triphenylamine electrocatalyst. The oxidations apparently involve the corresponding 1,2-diols, which are also converted to aldehydes in high yield under the same conditions.

  DOI：

  10.1021/ol7026416

文献信息

• Electrocatalytic Oxidative Cleavage of Electron-Deficient Substituted Stilbenes in Acetonitrile−Water Employing a New High Oxidation Potential Electrocatalyst. An Electrochemical Equivalent of Ozonolysis
  作者：Xin Wu、Anthony P. Davis、Albert J. Fry

  DOI：10.1021/ol7026416

  日期：2007.12.1

  A series of symmetrical and unsymmetrical stilbenes bearing two or more strong electron-withdrawing groups were oxidatively cleaved to the corresponding aldehydes in high yield by electrocatalytic anodic oxidation in aqueous acetonitrile employing a new high oxidation potential triphenylamine electrocatalyst. The oxidations apparently involve the corresponding 1,2-diols, which are also converted to aldehydes in high yield under the same conditions.