ethyl 2-(propenyloxy)-3,3,3-trifluoropropanoate | 165465-39-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 2-(propenyloxy)-3,3,3-trifluoropropanoate
• 英文别名: Ethyl 3,3,3-trifluoro-2-prop-2-enoxypropanoate
• CAS: 165465-39-4
• 化学式: C₈H₁₁F₃O₃
• 分子量: 212.169
• InChiKey: NFVUDRVNIMVSKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  ethyl 2-(propenyloxy)-3,3,3-trifluoropropanoate 在 2,2,6,6-tetramethylpiperidinyl-lithium 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 1.0h， 生成 ethyl 2-(2-propenyloxy)-3,3-difluoropropenoate
  参考文献：
  名称：

  Rhodium-mediated insertion of CF3-substituted carbenoid into O-H: An efficient method for the synthesis of α-trifluoromethylated alkoxy- and aryloxyacetic acid derivatives

  摘要：

  CF3-substituted diazo compound 2 undergoes a facile rhodium carbenoid mediated O-H insertion reaction with a variety of alcohols and phenols to afford the title compounds in good yield. Use of the title compounds as synthetic precursors for other fluorinated molecules is exemplified by the transformation of the product 3b, into beta, beta-difluoro-alpha-ketoester 5 and alpha-hydroxyketone 8.

  DOI：

  10.1016/0040-4020(95)98698-h
• 作为产物：
  描述：

  ethyl 2-diazo-3,3,3-trifluoropropanoate 、 烯丙醇 在 rhodium(II) acetate dimer 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以75%的产率得到ethyl 2-(propenyloxy)-3,3,3-trifluoropropanoate
  参考文献：
  名称：

  Rhodium-mediated insertion of CF3-substituted carbenoid into O-H: An efficient method for the synthesis of α-trifluoromethylated alkoxy- and aryloxyacetic acid derivatives

  摘要：

  CF3-substituted diazo compound 2 undergoes a facile rhodium carbenoid mediated O-H insertion reaction with a variety of alcohols and phenols to afford the title compounds in good yield. Use of the title compounds as synthetic precursors for other fluorinated molecules is exemplified by the transformation of the product 3b, into beta, beta-difluoro-alpha-ketoester 5 and alpha-hydroxyketone 8.

  DOI：

  10.1016/0040-4020(95)98698-h

文献信息

• Rhodium-mediated insertion of CF3-substituted carbenoid into O-H: An efficient method for the synthesis of α-trifluoromethylated alkoxy- and aryloxyacetic acid derivatives
  作者：Guo-qiang Shi、Zhi-yao Cao、Wei-ling Cai

  DOI：10.1016/0040-4020(95)98698-h

  日期：1995.4

  CF3-substituted diazo compound 2 undergoes a facile rhodium carbenoid mediated O-H insertion reaction with a variety of alcohols and phenols to afford the title compounds in good yield. Use of the title compounds as synthetic precursors for other fluorinated molecules is exemplified by the transformation of the product 3b, into beta, beta-difluoro-alpha-ketoester 5 and alpha-hydroxyketone 8.