(1-pyridinio)perfluorophenacylide | 1150312-18-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1-pyridinio)perfluorophenacylide
• 英文别名: (1-Pyridinio)perfluorophenacylide；(Z)-1-(2,3,4,5,6-pentafluorophenyl)-2-pyridin-1-ium-1-ylethenolate
• CAS: 1150312-18-7
• 化学式: C₁₃H₆F₅NO
• 分子量: 287.189
• InChiKey: YPBMRFDDRZUFJQ-SREVYHEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-[2-oxo-2-(perfluorophenyl)ethyl]pyridinium bromide 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以96%的产率得到(1-pyridinio)perfluorophenacylide
  参考文献：
  名称：

  (1-Pyridinio)perfluorophenacylide: a new stable pyridinium ylide in the enol form

  摘要：

  The title compound, C13H6F5NO, exists in the enol form and adopts the E configuration about the enol double bond. It is the first example of an enol-type pyridinium ylide. The enol structure was unambiguously determined on the basis of the significantly longer C - O bond and shorter C - C bond. Intramolecular C - H center dot center dot center dot O and C - H center dot center dot center dot F hydrogen bonds are responsible for promotion of the enol form and for the stability of this compound.

  DOI：

  10.1107/s0108270108006318

文献信息

• (1-Pyridinio)perfluorophenacylide: a new stable pyridinium ylide in the enol form
  作者：Shinji Yamada、Emiko Ohta

  DOI：10.1107/s0108270108006318

  日期：2008.4.15

  The title compound, C13H6F5NO, exists in the enol form and adopts the E configuration about the enol double bond. It is the first example of an enol-type pyridinium ylide. The enol structure was unambiguously determined on the basis of the significantly longer C - O bond and shorter C - C bond. Intramolecular C - H center dot center dot center dot O and C - H center dot center dot center dot F hydrogen bonds are responsible for promotion of the enol form and for the stability of this compound.