methyl 4-ethoxy-2,3,3-trifluoropentanoate | 52916-69-5

• 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: methyl 4-ethoxy-2,3,3-trifluoropentanoate
• 英文别名: 4-Ethoxy-2,3,3-trifluoromethylvalerat；Methyl-2,3,3-trifluoro-4-ethoxypentanoat；4-ethoxy-2,3,3-trifluoro-pentanoic acid methyl ester；Methyl 4-ethoxy-2,3,3-trifluoropentanoate
• CAS: 52916-69-5
• 化学式: C₈H₁₃F₃O₃
• 分子量: 214.185
• InChiKey: DWFBSYWSWMSZSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 4-ethoxy-2,3,3-trifluoropentanoate 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以83.4%的产率得到methyl 2,3,3-trifluoro-4-hydroxypentanoate
  参考文献：
  名称：

  Synthesis of 5-alkyl-3,4-difluorofuran-2(5H)-ones by lactonisation. Effects of substituents on cyclisation ability of fluorinated 4-hydroxyalkanoates. DFT calculations of the cyclisation energies

  摘要：

  5-Alkyl-3,4-difluorofuran-2(5H)-ones were synthesised starting with radical addition of ethers to methyl 2,3,3-trifluoroprop-2-enoate, followed by alkyloxy bond cleavage, acid-catalyzed lactonisation and dehydrofluorination. For a study of substituent effects on lactonisation, methyl 4-bromo-2-chloro-2-fluorodecanoate and 2-chloro-2-fluoro-4,4-dimethoxybutanoate based on radical additions of methyl 2-bromo-2-chloro-2-fluoroacetate to oct-1-ene or vinyl acetate were prepared. DFT calculations of the transition state energies of the exo-trig cyclisations confirmed the observation that the ring closure became more feasible with increasing number of alkyls at C4 of the fluorinated 4-hydroxyesters. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.03.009
• 作为产物：
  描述：

  乙醚 、 三氟丙烯酸甲酯 生成 methyl 4-ethoxy-2,3,3-trifluoropentanoate
  参考文献：
  名称：

  Sendrik,V.P. et al., Collection of Czechoslovak Chemical Communications, 1974, vol. 39, p. 1061 - 1071

  摘要：

  DOI：

文献信息

• Sendrik,V.P. et al., Collection of Czechoslovak Chemical Communications, 1975, vol. 40, p. 1542 - 1549
  作者：Sendrik,V.P. et al.

  DOI：——

  日期：——
• Synthesis of 5-alkyl-3,4-difluorofuran-2(5H)-ones by lactonisation. Effects of substituents on cyclisation ability of fluorinated 4-hydroxyalkanoates. DFT calculations of the cyclisation energies
  作者：Jan Hajduch、Zdeněk Duda、Jiří Beran、Jaroslav Kvíčala、Oldřich Paleta

  DOI：10.1016/j.jfluchem.2014.03.009

  日期：2014.6

  5-Alkyl-3,4-difluorofuran-2(5H)-ones were synthesised starting with radical addition of ethers to methyl 2,3,3-trifluoroprop-2-enoate, followed by alkyloxy bond cleavage, acid-catalyzed lactonisation and dehydrofluorination. For a study of substituent effects on lactonisation, methyl 4-bromo-2-chloro-2-fluorodecanoate and 2-chloro-2-fluoro-4,4-dimethoxybutanoate based on radical additions of methyl 2-bromo-2-chloro-2-fluoroacetate to oct-1-ene or vinyl acetate were prepared. DFT calculations of the transition state energies of the exo-trig cyclisations confirmed the observation that the ring closure became more feasible with increasing number of alkyls at C4 of the fluorinated 4-hydroxyesters. (C) 2014 Elsevier B.V. All rights reserved.
• Sendrik,V.P. et al., Collection of Czechoslovak Chemical Communications, 1974, vol. 39, p. 1061 - 1071
  作者：Sendrik,V.P. et al.

  DOI：——

  日期：——