dimethyl (Z,Z)-2,3,4,5-tetrafluorohexa-2,4-dienoate | 69003-22-1

• 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: dimethyl (Z,Z)-2,3,4,5-tetrafluorohexa-2,4-dienoate
• 英文别名: dimethyl (2Z,4Z)-2,3,4,5-tetrafluorohexa-2,4-dienedioate
• CAS: 69003-22-1
• 化学式: C₈H₆F₄O₄
• 分子量: 242.127
• InChiKey: YEZGWMZHSGLWNS-GLIMQPGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  三氟丙烯酸甲酯 、 甲基锂 在 copper(l) iodide 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.0h， 以76.4%的产率得到dimethyl (Z,Z)-2,3,4,5-tetrafluorohexa-2,4-dienoate
  参考文献：
  名称：

  Unusual β,β′-coupling and β-alkylation of methyl 2,3,3-trifluoropropenoate by lithium diorganocuprates

  摘要：

  Methyl 2,3,3-trifluoroprop-2-enoate (1) reacts with lithium diorganocuprates in two ways, by fluorine substitution at C-3 with alkyl or aryl, or by beta,beta' CC-coupling. The reaction product was strongly dependent on the organyl structure: while dibutyl- or diphenylcuprate reacted by C-3 substitution, dimethylcuprate afforded the product of the coupling, dimethyl (Z,Z)-2,3,4,5-tetrafluorohexa-2,4-dienedioate (3). (Z)-Configuration is highly prevailing in 3-alkylated 2,3-difluoropropenoates (77-90% rel.). (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2010.12.003

文献信息

• Unusual β,β′-coupling and β-alkylation of methyl 2,3,3-trifluoropropenoate by lithium diorganocuprates
  作者：Jan Hajduch、Oldřich Paleta

  DOI：10.1016/j.jfluchem.2010.12.003

  日期：2011.2

  Methyl 2,3,3-trifluoroprop-2-enoate (1) reacts with lithium diorganocuprates in two ways, by fluorine substitution at C-3 with alkyl or aryl, or by beta,beta' CC-coupling. The reaction product was strongly dependent on the organyl structure: while dibutyl- or diphenylcuprate reacted by C-3 substitution, dimethylcuprate afforded the product of the coupling, dimethyl (Z,Z)-2,3,4,5-tetrafluorohexa-2,4-dienedioate (3). (Z)-Configuration is highly prevailing in 3-alkylated 2,3-difluoropropenoates (77-90% rel.). (C) 2010 Elsevier B.V. All rights reserved.