(E)-methyl 4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-en-1-yl)benzoate | 359418-00-1

• 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: (E)-methyl 4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-en-1-yl)benzoate
• 英文别名: methyl 4-[(E)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-enyl]benzoate
• CAS: 359418-00-1
• 化学式: C₁₆H₉F₁₃O₂
• 分子量: 480.225
• InChiKey: WUWMZVMAHOIYMG-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  (E)-methyl 4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-en-1-yl)benzoate 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 生成 Methyl 4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)benzoate
  参考文献：
  名称：

  A general method to fluorous ponytail-substituted aromatics

  摘要：

  Palladium-catalyzed olefination of aryl halides led to a variety of fluorous ponytail-substituted, functionalized aryl compounds with good to excellent yields. The same chemistry was also applied to the synthesis of binaphathols bearing fluorinated ponytails. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00714-6
• 作为产物：
  描述：

  对溴苯甲酸甲酯 、 1H,1H,2H-全氟-1-辛烯 在 trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) sodium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以97%的产率得到(E)-methyl 4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-en-1-yl)benzoate
  参考文献：
  名称：

  A general method to fluorous ponytail-substituted aromatics

  摘要：

  Palladium-catalyzed olefination of aryl halides led to a variety of fluorous ponytail-substituted, functionalized aryl compounds with good to excellent yields. The same chemistry was also applied to the synthesis of binaphathols bearing fluorinated ponytails. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00714-6

文献信息

• A General Synthesis of Fluoroalkylated Alkenes by Palladium-Catalyzed Heck-Type Reaction of Fluoroalkyl Bromides
  作者：Zhang Feng、Qiao-Qiao Min、Hai-Yang Zhao、Ji-Wei Gu、Xingang Zhang

  DOI：10.1002/anie.201409617

  日期：2015.1.19

  An efficient palladium‐catalyzed Heck‐type reaction of fluoroalkyl halides, including perfluoroalkyl bromides, trifluoromethyl iodides, and difluoroalkyl bromides, has been developed. The reaction proceeds under mild reaction conditions with high efficiency and broad substrate scope, and provides a general and straightforward access to fluoroalkylated alkenes which are of interest in life and material

  已开发出一种有效的钯催化氟烷基卤化物的Heck型反应，包括全氟烷基溴化物，三氟甲基碘化物和二氟烷基溴化物。该反应在温和的反应条件下以高效率和宽泛的底物范围进行，并提供了直接和直接获得生命和材料科学中关注的氟代烷基化烯烃的途径。