ethyl (Z)-3-ethoxy-4,4,4-trifluoro-2-butenoate | 52903-00-1

• 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 (Z)-3-ethoxy-4,4,4-trifluoro-2-butenoate
• 英文别名: ethyl (Z)-3-ethoxy-4,4,4-trifluorobut-2-enoate
• CAS: 52903-00-1
• 化学式: C₈H₁₁F₃O₃
• 分子量: 212.169
• InChiKey: RIZVJPDJHKBJHO-WAYWQWQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,1,1-三氟-4,4-二乙氧基-3-丁烯-2-酮 生成 ethyl (Z)-3-ethoxy-4,4,4-trifluoro-2-butenoate
  参考文献：
  名称：

  Some reactions of perfluoromethacrylic acid derivatives

  摘要：

  DOI：

  10.1007/bf00924687

文献信息

• Regioselective Synthesis of α-Perfluoroalkylated Ketals via Double Michael Addition of Alcohols to Activated Alkynes
  作者：Mohamed Abarbri、Ella Ndong、Guy Judicael、Jean Parrain

  DOI：10.1055/s-0034-1380753

  日期：——

  the use of expensive supplementary additives for the preparation of α-perfluoroalkyl ketals which are very sensitive to acidic conditions. An efficient method was developed for the synthesis of alkyl 3,3-dialkoxy-3-(perfluoroalkyl)propanoates from ethyl 3-(perfluoroalkyl)propynoates and alcohols using a base-catalyzed double Michael addition reaction (which was accompanied by transesterification in the

  摘要 开发了一种有效的方法，该方法使用碱催化的双迈克尔加成反应（在这种情况下伴随着酯交换反应）从3-（全氟烷基）丙酸乙酯和醇类合成3,3-二烷氧基-3-（全氟烷基）丙酸烷基酯（MeOH，EtOH，PrOH和BuOH））。该方法提供了容易获得产物α-全氟烷基缩酮的方法，并具有合理至良好的收率以及总的区域选择性。该方法不需要使用昂贵的辅助添加剂来制备对酸性条件非常敏感的α-全氟烷基缩酮。 开发了一种有效的方法，该方法使用碱催化的双迈克尔加成反应（在这种情况下伴随着酯交换反应）从3-（全氟烷基）丙酸乙酯和醇类合成3,3-二烷氧基-3-（全氟烷基）丙酸烷基酯（MeOH，EtOH，PrOH和BuOH））。该方法提供了容易获得产物α-全氟烷基缩酮的方法，并具有合理至良好的收率以及总的区域选择性。该方法不需要使用昂贵的辅助添加剂来制备对酸性条件非常敏感的α-全氟烷基缩酮。
• Preparation of α-fluoro-β-per(poly)fluoroalkyl-substituted enol ethers
  作者：Alagappan Thenappan、Donald J. Burton

  DOI：10.1016/0022-1139(95)03382-3

  日期：1996.3

  Fluorocarboethoxymethylene tri-n-butylphosphorane, Bu3P=CFCOOEt (3), reacts with per- and poly-fluoroalkyl-substituted carboxylic acid esters, ethyl formate and γ-butyrolactone to give the corresponding enol ethers, RFC (OEt)=CFCOOEt (4), in good yield. Non-activated esters failed to react with 3. With the anion derived from ethyl diethylphosphonofluoroacetate, (EtO)2P(O)CFHCOOEt (5), a mixture of 4 and β-ketoesters

  氟碳乙氧基亚甲基三正丁基膦，Bu 3 P = CFCOOEt（3）与全氟烷基和多氟烷基取代的羧酸酯，甲酸乙酯和γ-丁内酯反应，得到相应的烯醇醚，R F C（OEt）= CFCOOEt（4），高产。未活化的酯不能与3反应。用衍生自二乙基膦酰基氟乙酸乙酯的阴离子，形成（EtO）2 P（O）CFHCOOEt（5），4和β-酮酸酯的混合物R F C（O）CFHCOOEt（7）。
• The Wittig reaction of perfluoro acid derivatives: access to fluorinated enol ethers, enamines, and ketones
  作者：Jean Pierre Begue、Daniele Bonnet-Delpon、Dany Mesureur、Gerard Nee、Sheng Wen Wu

  DOI：10.1021/jo00040a017

  日期：1992.7

  The preparation of novel perfluoroalkyl-substituted compounds in good yields is described. This preparation involves the Wittig reaction of a phosphonium ylide with perfluoroalkyl acid derivatives. The influence of the structure of the starting alkylidenetriphenylphosphoranes, the perfluoroalkyl reagents, and the reaction conditions has been investigated. Trifluoroacetamides lead to a Z/E mixture of enamines 3. Perfluoroalkyl esters (Rf = CF3, C2F5, C3F7, C7F15, CF2Cl) lead to only the (Z)-enol ethers 8-12 when reactions are performed with NaNH2 as a base and to 1-perfluoroalkyl ketones 13-17 when reactions are performed with BuLi.
• Tandem Reaction of Ethyl α-(Per(poly)fluoroalkyl)acetates with Allylic Alcohols:  A Convenient Synthesis of Ethyl α-(2-Alkenyl)-α-(per(poly)- fluoroacyl)acetates
  作者：Bing-Hao Luo、Hui-Ping Guan、Chang-Ming Hu

  DOI：10.1021/jo9620369

  日期：1997.6.13
• Some reactions of perfluoromethacrylic acid derivatives
  作者：E. G. Abduganiev、�. A. Avetisyan、E. M. Rokhlin、I. L. Knunyatns

  DOI：10.1007/bf00924687

  日期：1974.2