2,3,4,4',5-pentafluorobiphenyl | 505058-31-1

• 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: 2,3,4,4',5-pentafluorobiphenyl
• 英文别名: 2,3,4,4',5-Pentafluoro-1,1'-biphenyl；1,2,3,4-tetrafluoro-5-(4-fluorophenyl)benzene
• CAS: 505058-31-1
• 化学式: C₁₂H₅F₅
• 分子量: 244.164
• InChiKey: SIAFIUFHXBNGIU-UHFFFAOYSA-N

物化性质

• 沸点：
  244.3±35.0 °C(Predicted)
• 密度：
  1.389±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  四氟苯 在 palladium diacetate 正丁基锂 作用下， 以 乙二醇二甲醚 、 乙醚 、 正己烷 为溶剂， 反应 6.0h， 生成 2,3,4,4',5-pentafluorobiphenyl
  参考文献：
  名称：

  The palladium-catalysed cross-coupling reaction of lithium polyfluorophenyltrimethoxyborates with 4-fluoroiodobenzene

  摘要：

  Li[C6F5B(OMe)(3)]. Li[C6HF4B(OMe)(3)] (all three isomers) and Li[3,4,5-C6H2F3B(OMe)(3)] are the first examples of polyfluorophenyltrimethoxyborate salts which have been applied as reagents to Pd-catalysed cross-coupling reactions. A series of polyfluorinated biphenyls C6H5-nFn-C6H4F-4' were obtained from Li[C6H5-nFnB(OMe)(3)] and the model substrate 4-FC6H4I in the presence of Pd catalysts. The influence of the number and the position of fluorine atoms in the polyfluorophenyltrimetboxyborate salts on the reactivity in the coupling reaction was elucidated. (C) 2003 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(03)00088-5

文献信息

• A new application of (polyfluoroorgano)trifluoroborate salts: the palladium-catalysed cross-coupling reaction with substituted benzenediazonium tetrafluoroborates
  作者：Hermann-Josef Frohn、Nicolay Yu. Adonin、Vadim V. Bardin、Vladimir F. Starichenko

  DOI：10.1016/s0022-1139(02)00157-4

  日期：2002.10

  influence of the number and the position of the fluorine atoms in the (polyfluorophenyl)trifluoroborate salts on the reactivity in the coupling reaction was elucidated. In addition to (polyfluorophenyl)trifluoroborate salts, the cross-coupling was expanded to a first example of a perfluoroalkenyl reagent. K[CF2CFBF3] reacted with [4-FC6H4N2][BF4] and formed CF2CF–C6H4F-4.

  首次（多氟有机）三氟硼酸盐，即K [C 6 F 5 BF 3 ]，K [C 6 HF 4 BF 3 ]（所有三种异构体），K [3,4,5-C 6 H 2 F 3 BF 3 ]和K [CF 2 CFBF 3 ]的主要应用于作为试剂用于钯催化的交叉偶联反应。由K [C 6 H 5– n F n获得了一系列多氟联苯C 6 H 5– n F n –C 6 H 4 X-4'BF 3 ]和底物[4-XC 6 H 4 N 2 ] [BF 4 ]在Pd催化剂的存在下。阐明了（多氟苯基）三氟硼酸盐中氟原子的数目和位置对偶联反应中反应性的影响。除了（聚氟苯基）三氟硼酸盐以外，交叉偶联扩展为全氟烯基试剂的第一个实例。K [CF 2 CFBF 3 ]与[4-FC反应6 ħ 4 Ñ 2 ] [BF 4 ]和形成CF 2 CF-C 6 H ^ 4 F-4。
• The palladium-catalysed cross-coupling reaction of lithium polyfluorophenyltrimethoxyborates with 4-fluoroiodobenzene
  作者：Hermann-Josef Frohn、Nicolay Yu Adonin、Vadim V Bardin、Vladimir F Starichenko

  DOI：10.1016/s0022-1139(03)00088-5

  日期：2003.8

  Li[C6F5B(OMe)(3)]. Li[C6HF4B(OMe)(3)] (all three isomers) and Li[3,4,5-C6H2F3B(OMe)(3)] are the first examples of polyfluorophenyltrimethoxyborate salts which have been applied as reagents to Pd-catalysed cross-coupling reactions. A series of polyfluorinated biphenyls C6H5-nFn-C6H4F-4' were obtained from Li[C6H5-nFnB(OMe)(3)] and the model substrate 4-FC6H4I in the presence of Pd catalysts. The influence of the number and the position of fluorine atoms in the polyfluorophenyltrimetboxyborate salts on the reactivity in the coupling reaction was elucidated. (C) 2003 Elsevier Science B.V. All rights reserved.