Bis(2,2,2-trifluoroethyl) 2-(3-phenylpropyl)propanedioate | 478074-13-4

• 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: Bis(2,2,2-trifluoroethyl) 2-(3-phenylpropyl)propanedioate
• CAS: 478074-13-4
• 化学式: C₁₆H₁₆F₆O₄
• 分子量: 386.291
• InChiKey: SQMLNQFZAPYHBS-UHFFFAOYSA-N

物化性质

• 沸点：
  349.3±42.0 °C(Predicted)
• 密度：
  1.312±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  4-戊烯-1-醇 、 Bis(2,2,2-trifluoroethyl) 2-(3-phenylpropyl)propanedioate 在 三苯基膦 、 1,1'-azodicarbonyl-dipiperidine 作用下， 以 甲苯 为溶剂， 以89%的产率得到Bis(2,2,2-trifluoroethyl) 2-pent-4-enyl-2-(3-phenylpropyl)propanedioate
  参考文献：
  名称：

  Carbon Nucleophiles in the Mitsunobu Reaction. Mono- and Dialkylation of Bis(2,2,2-trifluoroethyl) Malonates

  摘要：

  graphicSimple dialkyl malonate esters, for example diethyl malonate, exhibit relatively limited scope as carbon nucleophiles in the Mitsunobu dehydrative alkylation reaction. In contrast, bis(2,2,2-trifluoroethyl) malonate readily undergoes dehydrative alkylation with primary alcohols, and using only a slight excess of malonate gives monoalkylated product in good yield. Some secondary alcohols can also be employed, and bis(2,2,2-trifluoroethyl) malonates can be used in a second dehydrative alkylation to give dialkylated products in good to excellent yield.

  DOI：

  10.1021/ol0266626
• 作为产物：
  描述：

  3-苯丙醇 、 bis(2,2,2-trifluoroethyl) malonate 在 三苯基膦 、 1,1'-azodicarbonyl-dipiperidine 作用下， 以 甲苯 为溶剂， 以84%的产率得到Bis(2,2,2-trifluoroethyl) 2-(3-phenylpropyl)propanedioate
  参考文献：
  名称：

  Carbon Nucleophiles in the Mitsunobu Reaction. Mono- and Dialkylation of Bis(2,2,2-trifluoroethyl) Malonates

  摘要：

  graphicSimple dialkyl malonate esters, for example diethyl malonate, exhibit relatively limited scope as carbon nucleophiles in the Mitsunobu dehydrative alkylation reaction. In contrast, bis(2,2,2-trifluoroethyl) malonate readily undergoes dehydrative alkylation with primary alcohols, and using only a slight excess of malonate gives monoalkylated product in good yield. Some secondary alcohols can also be employed, and bis(2,2,2-trifluoroethyl) malonates can be used in a second dehydrative alkylation to give dialkylated products in good to excellent yield.

  DOI：

  10.1021/ol0266626