ethyl pentafluoroacetoacetate ethyl(trimethylsilyl)ketal | 213035-79-1

• 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: ethyl pentafluoroacetoacetate ethyl(trimethylsilyl)ketal
• 英文别名: Ethyl 3-ethoxy-2,2,4,4,4-pentafluoro-3-trimethylsilyloxybutanoate
• CAS: 213035-79-1
• 化学式: C₁₁H₁₉F₅O₄Si
• 分子量: 338.347
• InChiKey: PATMDZWRLILJPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.33
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  ethyl pentafluoroacetoacetate ethyl(trimethylsilyl)ketal 在 硫酸 作用下， 以82%的产率得到ethyl pentafluoroacetoacetate
  参考文献：
  名称：

  Electrochemical synthesis of ethyl pentafluoroacetoacetate

  摘要：

  Electrochemical reduction of ethyl trifluoroacetate in the presence of chlorotrimethylsilane (TMSCl) is followed by a Claisen condensation to produce the ethyl (trimethylsilyl)ketal of ethyl pentafluoroacetoacetate (1). Ethyl pentafluoroacetoacetate is available in high yield by the hydrolysis of (1) under mild conditions. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00170-7
• 作为产物：
  描述：

  三氟乙酸乙酯 、 2-（三甲基硅基）-2，2-二氟乙酸乙酯 在 potassium fluoride 、 盐酸 、 水 作用下， 以 N,N-二甲基甲酰胺 、 乙醇 为溶剂， 以71%的产率得到ethyl pentafluoroacetoacetate ethyl(trimethylsilyl)ketal
  参考文献：
  名称：

  Molar scale electrosynthesis of ethyl-2,2-difluoro-2-trimethylsilylacetate, a difluoromethylene building block precursor

  摘要：

  Ethyl-2,2-difluoro-2-trimethylsilylacetate has been prepared by electrolysis of ethyl-2-chloro-2,2-difluoroacetate in one step, at a molar scale, in the presence of a large excess of chlorotrimethylsilane. The transfer of the ethyl-2,2-difluoroacetate moiety to various electrophiles has been achieved. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01509-4

文献信息

• Molar scale electrosynthesis of ethyl-2,2-difluoro-2-trimethylsilylacetate, a difluoromethylene building block precursor
  作者：Philippe Clavel、Claude Biran、Michel Bordeau、Nicolas Roques、Stéphane Trévin

  DOI：10.1016/s0040-4039(00)01509-4

  日期：2000.11

  Ethyl-2,2-difluoro-2-trimethylsilylacetate has been prepared by electrolysis of ethyl-2-chloro-2,2-difluoroacetate in one step, at a molar scale, in the presence of a large excess of chlorotrimethylsilane. The transfer of the ethyl-2,2-difluoroacetate moiety to various electrophiles has been achieved. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Electrochemical synthesis of ethyl pentafluoroacetoacetate
  作者：Andrei A. Stepanov、Tatyana V. Minyaeva、Boris I. Martynov

  DOI：10.1016/s0040-4039(99)00170-7

  日期：1999.3

  Electrochemical reduction of ethyl trifluoroacetate in the presence of chlorotrimethylsilane (TMSCl) is followed by a Claisen condensation to produce the ethyl (trimethylsilyl)ketal of ethyl pentafluoroacetoacetate (1). Ethyl pentafluoroacetoacetate is available in high yield by the hydrolysis of (1) under mild conditions. (C) 1999 Elsevier Science Ltd. All rights reserved.