1-(2,3,4,5-Tetrafluorophenyl)ethyl methanesulfonate | 148203-91-2

• 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-(2,3,4,5-Tetrafluorophenyl)ethyl methanesulfonate
• CAS: 148203-91-2
• 化学式: C₉H₈F₄O₃S
• 分子量: 272.22
• InChiKey: ZAFXOXQNWBYFOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(2,3,4,5-Tetrafluorophenyl)ethyl methanesulfonate 在 正丁基锂 、 镍 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 (+)-1,2-bis(2,3,4,5-tetrafluorophenyl)propane
  参考文献：
  名称：

  Cyclic organotin Lewis acids

  摘要：

  The Ph3P=O IR frequency shift method has been used to compare the Lewis acid strength of several cyclic organotin dichlorides. Structures 3, 20, and 4 are relatively weak Lewis acids, less potent than Bu2SnCl2, according to the IR criterion. Steric factors appear largely responsible for the decreased Lewis acidity, although bond angle strain may also contribute in the case of 3. Introduction of electronegative substituents into the aromatic ring of structures related to 4 results in stronger Lewis acids 8 and 18, both of which are relatively more potent than Ph2SnCl2. Methods for the preparation of precursors to the fluorinated 8 and 18 are described, based on the deprotonation of tetrafluoroaryl precursors.

  DOI：

  10.1021/jo00062a030
• 作为产物：
  描述：

  1-(五氟苯基)乙醇 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 12.25h， 生成 1-(2,3,4,5-Tetrafluorophenyl)ethyl methanesulfonate
  参考文献：
  名称：

  Cyclic organotin Lewis acids

  摘要：

  The Ph3P=O IR frequency shift method has been used to compare the Lewis acid strength of several cyclic organotin dichlorides. Structures 3, 20, and 4 are relatively weak Lewis acids, less potent than Bu2SnCl2, according to the IR criterion. Steric factors appear largely responsible for the decreased Lewis acidity, although bond angle strain may also contribute in the case of 3. Introduction of electronegative substituents into the aromatic ring of structures related to 4 results in stronger Lewis acids 8 and 18, both of which are relatively more potent than Ph2SnCl2. Methods for the preparation of precursors to the fluorinated 8 and 18 are described, based on the deprotonation of tetrafluoroaryl precursors.

  DOI：

  10.1021/jo00062a030

文献信息

• Cyclic organotin Lewis acids
  作者：E. Vedejs、D. E. Erdman、D. R. Powell

  DOI：10.1021/jo00062a030

  日期：1993.5

  The Ph3P=O IR frequency shift method has been used to compare the Lewis acid strength of several cyclic organotin dichlorides. Structures 3, 20, and 4 are relatively weak Lewis acids, less potent than Bu2SnCl2, according to the IR criterion. Steric factors appear largely responsible for the decreased Lewis acidity, although bond angle strain may also contribute in the case of 3. Introduction of electronegative substituents into the aromatic ring of structures related to 4 results in stronger Lewis acids 8 and 18, both of which are relatively more potent than Ph2SnCl2. Methods for the preparation of precursors to the fluorinated 8 and 18 are described, based on the deprotonation of tetrafluoroaryl precursors.