2-(E)-6,6-bis(ethylsulfanyl)-3-methyl-5-trifluoromethyl-hexa-2,5-dienoic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-(E)-6,6-bis(ethylsulfanyl)-3-methyl-5-trifluoromethyl-hexa-2,5-dienoic acid
• 英文别名: (2E)-6,6-bis(ethylsulfanyl)-3-methyl-5-(trifluoromethyl)hexa-2,5-dienoic acid
• 化学式: C₁₂H₁₇F₃O₂S₂
• 分子量: 314.393
• InChiKey: WFCAZUISIUAZTJ-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  87.9
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,3-二甲基丙烯酸 、 perfluoroketene dithioacetal 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 2-(E)-6,6-bis(ethylsulfanyl)-3-methyl-5-trifluoromethyl-hexa-2,5-dienoic acid 、 3-(E)-6,6-bis(ethylsulfanyl)-3-methyl-5-trifluoromethyl-hexa-3,5-dienoic acid
  参考文献：
  名称：

  A new strategy for the synthesis of highly functionalised fluorinated compounds by reaction of lithium dianions of carboxylic acids with perfluoroketene dithioacetals

  摘要：

  The reaction of perfluoroketene dithioacetal with lithium dienediolates of carboxylic acids proceeds at the W position probably through an addition to the pi system followed by elimination of the vinylic fluoride. The preparative value of this reaction depends strongly on the reaction and work-up conditions. The overall process lead to highly functionalised synthons containing a trifluoromethyl group. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.02.082

文献信息

• A new strategy for the synthesis of highly functionalised fluorinated compounds by reaction of lithium dianions of carboxylic acids with perfluoroketene dithioacetals
  作者：Enrique Sotoca、Jean-Philippe Bouillon、Salvador Gil、Margarita Parra、Charles Portella

  DOI：10.1016/j.tet.2005.02.082

  日期：2005.5

  The reaction of perfluoroketene dithioacetal with lithium dienediolates of carboxylic acids proceeds at the W position probably through an addition to the pi system followed by elimination of the vinylic fluoride. The preparative value of this reaction depends strongly on the reaction and work-up conditions. The overall process lead to highly functionalised synthons containing a trifluoromethyl group. (c) 2005 Elsevier Ltd. All rights reserved.