(Z)-4,4,5,5,6,6,6-Heptafluoro-3-hydroxy-hex-2-enoic acid ethyl ester | 144951-06-4

• 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: (Z)-4,4,5,5,6,6,6-Heptafluoro-3-hydroxy-hex-2-enoic acid ethyl ester
• 英文别名: ethyl (Z)-4,4,5,5,6,6,6-heptafluoro-3-hydroxyhex-2-enoate
• CAS: 144951-06-4
• 化学式: C₈H₇F₇O₃
• 分子量: 284.131
• InChiKey: MTHZMPNHGWYWJT-ARJAWSKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 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：
  46.5
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (Z)-4,4,5,5,6,6,6-Heptafluoro-3-hydroxy-hex-2-enoic acid ethyl ester 、 原甲酸三乙酯 反应 1.0h， 以57%的产率得到ethyl 2-ethoxymethylidene-4,4,5,5,6,6,6-heptafluoro-3-oxohexanoate
  参考文献：
  名称：

  Synthesis and structure of 2-ethoxy- and 2-aminomethylidene-3-fluoroalkyl-3-oxopropionates

  摘要：

  Condensation of ethyl 3-polyfluoroalkyl-3-oxopropionates with excess triethyl orthoformate gave ethyl 3-polyfluoroalkyl-2-ethoxymethylidene-3-oxopropionates which reacted with primary aliphatic, aromatic, and heterocyclic amines to form ethyl 2-alkyl(aryl, hetaryl)aminomethylidene-3-polyfluoroalkyl-3-oxopropionates. According to the X-ray diffraction and IR data, the latter exist in the crystalline state as the corresponding E isomers, while in solution (NMR data), as mixtures of Z and E isomers. Condensation of ethyl 2-ethoxymethylidene-3-oxopropionates with secondary heterocyclic amines (morpholine and pyrrolidine) led to the formation of 2-morpholino(pyrrolidin-1-yl)methylidene-3-fluoroalkyl-3-oxopropionates which were shown to exist as Z isomers both in the crystalline state and in solution.

  DOI：

  10.1134/s1070428007070019

文献信息

• Bravo, Pierfrancesco; Diliddo, Dario; Resnati, Giuseppe, Heterocycles, 1992, vol. 34, # 9, p. 1703 - 1706
  作者：Bravo, Pierfrancesco、Diliddo, Dario、Resnati, Giuseppe

  DOI：——

  日期：——