(E)-3-(2,5-Bis-trifluoromethyl-phenyl)-propenal | 861897-70-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: (E)-3-(2,5-Bis-trifluoromethyl-phenyl)-propenal
• CAS: 861897-70-3
• 化学式: C₁₁H₆F₆O
• 分子量: 268.158
• InChiKey: SUQMDMDSFLYFDU-OWOJBTEDSA-N

物化性质

• 沸点：
  258.2±35.0 °C(Predicted)
• 密度：
  1.376±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (E)-3-(2,5-Bis-trifluoromethyl-phenyl)-propenal 在 sodium hydride 作用下， 反应 15.0h， 生成 C₄₀H₂₀F₂₄
  参考文献：
  名称：

  Trifluoromethyl Groups in Crystal Design of 1,4-Diphenyl-1,3-butadienes for Topochemical [2 + 2] Photodimerization

  摘要：

  UV irradiation of the powdered crystalline sample of each of three (EE)-1,4-di(trifluoromethyl-substituted)phenyl-1,3-butadienes (1-3) was found to yield a single [2 + 2] cycloaddition product in the solid state. Moreover, upon irradiation, the crystalline samples of two (EE)-1,4-di(trifluoromethyl- and fluorine-substituted)phenyl-1,3-butadienes (4, 5) undergo a similar conversion to afford a [2 + 2] cycloaddition product, respectively. Our observations suggest that trifluoromethyl groups can be used to direct 1,4-diphenyl-1,3-butadiene molecules to form a parallel, offset-stacked orientation suitable for topochemical [2 + 2] cycloaddition.

  DOI：

  10.1021/ol0475111
• 作为产物：
  描述：

  2,5-双(三氟甲基)苯甲醛 、 甲酰甲撑基三苯基磷 生成 (E)-3-(2,5-Bis-trifluoromethyl-phenyl)-propenal
  参考文献：
  名称：

  Trifluoromethyl Groups in Crystal Design of 1,4-Diphenyl-1,3-butadienes for Topochemical [2 + 2] Photodimerization

  摘要：

  UV irradiation of the powdered crystalline sample of each of three (EE)-1,4-di(trifluoromethyl-substituted)phenyl-1,3-butadienes (1-3) was found to yield a single [2 + 2] cycloaddition product in the solid state. Moreover, upon irradiation, the crystalline samples of two (EE)-1,4-di(trifluoromethyl- and fluorine-substituted)phenyl-1,3-butadienes (4, 5) undergo a similar conversion to afford a [2 + 2] cycloaddition product, respectively. Our observations suggest that trifluoromethyl groups can be used to direct 1,4-diphenyl-1,3-butadiene molecules to form a parallel, offset-stacked orientation suitable for topochemical [2 + 2] cycloaddition.

  DOI：

  10.1021/ol0475111