1,2-epoxy-1-phenyl-2-ethoxy-3,3,3-trifluoropropane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,2-epoxy-1-phenyl-2-ethoxy-3,3,3-trifluoropropane
• 英文别名: 2-(Trifluoromethyl)-2-ethoxy-3-phenyloxirane；2-ethoxy-3-phenyl-2-(trifluoromethyl)oxirane
• 化学式: C₁₁H₁₁F₃O₂
• 分子量: 232.202
• InChiKey: YBRMROFQFMTLPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,2-epoxy-1-phenyl-2-ethoxy-3,3,3-trifluoropropane 在 三乙胺 作用下， 以 various solvent(s) 为溶剂， 反应 26.0h， 生成 2-benzoyloxy-1-phenyl-3,3,3-trifluoro-1-propanone
  参考文献：
  名称：

  Ring-Opening of 1-CF3-Substituted Epoxy Ethers with Carboxylic, Thiocarboxylic, and Phosphinic Acids in Basic Medium and in Hexafluoro-2-propanol

  摘要：

  Ring-opening of 1-CF3-substituted epoxy ethers with carboxylic acids was achieved in Et3N as solvent, and alpha-CF3-substituted acyloins and corresponding esters were obtained in good yields. In hexafluoro-2-propanol (HFIP) as solvent, the carboxylic acids acted as nucleophiles, and alpha-carbonyloxy trifluoromethyl ketones were isolated in good yields. After reduction, CF3-substituted glycols were obtained as monoesters on one or the other hydroxy group. This reaction also allowed the preparation of alpha-carbonylsulfanyl- and alpha-phosphoryloxy trifluoromethyl ketones and corresponding alcohols. (C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

  DOI：

  10.1002/1099-0690(200210)2002:20<3402::aid-ejoc3402>3.0.co;2-m

文献信息

• 1-Trifluoromethyl Epoxy Ethers. Effect of Hexafluoro-2-propanol on Reactions with Secondary Aromatic Amines: Synthesis of 3-Trifluoromethyl Indole Derivatives
  作者：Isabelle Rodrigues、Danièle Bonnet-Delpon、Jean-Pierre Bégué

  DOI：10.1021/jo005751y

  日期：2001.3.1

  Trifluoromethyl epoxy ethers 1 and 2 reacted with aromatic amines in hexafluoro-2-propanol at room temperature providing trifluoromethyl indolinols 3 and 4 in excellent isolated yields. 3-Trifluoromethyl indoles 9 and 10 could be prepared by treatment of indolinols with SOCl(2).

  三氟甲基环氧醚1和2在六氟-2-丙醇中与芳族胺在室温下反应，以优异的分离收率得到三氟甲基吲哚酚3和4。3-三氟甲基吲哚9和10可以通过用SOCl（2）处理吲哚酚来制备。
• Ring-Opening of 1-CF3-Substituted Epoxy Ethers with Carboxylic, Thiocarboxylic, and Phosphinic Acids in Basic Medium and in Hexafluoro-2-propanol
  作者：Jernej Iskra、Danièle Bonnet-Delpon、Jean-Pierre Bégué

  DOI：10.1002/1099-0690(200210)2002:20<3402::aid-ejoc3402>3.0.co;2-m

  日期：2002.10

  Ring-opening of 1-CF3-substituted epoxy ethers with carboxylic acids was achieved in Et3N as solvent, and alpha-CF3-substituted acyloins and corresponding esters were obtained in good yields. In hexafluoro-2-propanol (HFIP) as solvent, the carboxylic acids acted as nucleophiles, and alpha-carbonyloxy trifluoromethyl ketones were isolated in good yields. After reduction, CF3-substituted glycols were obtained as monoesters on one or the other hydroxy group. This reaction also allowed the preparation of alpha-carbonylsulfanyl- and alpha-phosphoryloxy trifluoromethyl ketones and corresponding alcohols. (C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.