3,4,5-三氟苯基二氟硼烷 | 263243-17-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3,4,5-三氟苯基二氟硼烷
• 英文名称: 3,4,5-trifluorophenyldifluoroborane
• 英文别名: 3,4,5-C6H2F3BF2；3,4,5-F3C6H2BF2；Difluoro-(3,4,5-trifluorophenyl)borane
• CAS: 263243-17-0
• 化学式: C₆H₂BF₅
• 分子量: 179.885
• InChiKey: DQHNNCWXUIDTGW-UHFFFAOYSA-N

物化性质

• 沸点：
  125.2±50.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.74
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• 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

• 作为反应物：
  描述：

  二氟代氙 、 3,4,5-三氟苯基二氟硼烷 以 二氯甲烷 为溶剂， 以81%的产率得到3,4,5-trifluorophenylxenon(II) tetrafluoroborate
  参考文献：
  名称：

  A Simple and Convenient Route to Arylxenon(II) Tetrafluoroborates

  摘要：

  报道了一种改进的芳基氙(II)盐的合成方法。通过氙二氟化物与相应的芳基二氟硼烷反应，制备了一系列含氟芳基氙(II)四氟硼酸盐(芳基=C₆F₅、2,3,4,5-C₆HF₄、3,4,5-C₆H₂F₃和3,5-C₆H₃F₂)。盐[C₆F₅Xe] [BF₄]和[2,3,4,5-C₆HF₄Xe] [BF4]在无水氟化氢(aHF)溶液中稳定，在室温下长期保存，而[3,4,5-C₆H₂F₃Xe] [BF₄]和[3,5-C₆H₃F₂Xe] [BF₄]则在几小时内分别转化为1,2,3,5-四氟苯和1,3,5-三氟苯。

  DOI：

  10.1515/znb-1999-1203
• 作为产物：
  描述：

  magnesium,1,2,3-trifluorobenzene-5-ide,bromide 在 硼酸三异丙酯 、 三氟化硼 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 3,4,5-三氟苯基二氟硼烷 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  (Fluoroorgano)fluoroboranes and -fluoroborates I: synthesis and spectroscopic characterization of potassium fluoroaryltrifluoroborates and fluoroaryldifluoroboranes

  摘要：

  A convenient preparation of K[ArBF3] (Ar= 2-C6H4F, 3-C6H4F, 4-C6H4F, 2,6-C6H3F2, 3,5-C6H3F2, 2,4,6-C6H2F3, 3,4,5-C6H2F3, 2,3,4,5-C6HF4 and C6F5) is offered and the IR and multinuclear NMR spectra of these salts are reported. Treatment of the trifluoroborate salts with BF3 in chlorocarbon solvents provides an easy synthetic route to the corresponding aryldifluoroboranes ArBF2. The multinuclear NMR spectra of ArBF2 are presented. The electron substituent effect of the [-BF3](-)-group shows this substituent as one of the strongest sigma-electron donors, while its pi-electron influence is negligible (sigma(I) = - 0.32, sigma(R) = - 0.07). (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(99)00690-7

文献信息

• ——
  作者：F. Bailly、P. Barthen、H.-J. Frohn、M. Köckerling

  DOI：10.1002/1521-3749(200011)626:11<2419::aid-zaac2419>3.0.co;2-k

  日期：2000.11

  Aryl(pentafluorophenyl)iodoniumtetrafluoroborates [Ar'Ar "I][BF4] (Ar' = C6F5, Ar " = C6H5, o-C6H4F, m-C6H4F p-C6H4F, 2,6-C6H3F2, 3,5-C6H3F2, 2,4,6-C6H2F3, 3,4,5-C6H2F3, C6F5) are prepared in good yields and high purity by the reaction of C6F6IF2 with Ar " BF2 in CH2Cl2. This convenient method can be applied generally to many iodonium compounds. Thermal and spectroscopic properties (H-1, C-13, F-19 NMR, IR, Raman) are reported and discussed. The solid state structures of six iodonium compounds show significant cation-anion interactions which result in two different arrangements: a dimer with a 8-membered ring or polymers with infinite zigzag chains. Ab initio calculations on prototypes of aryliodonium cations show relations between the kind of the aryl group (C6H5 vs. C6F5) and structural parameters as well as charges. By means of F-19 NMR the sigma (1)- and sigma (R)-constants of the [C6F5I](+)-substituent are determined.
• (Fluoroorgano)fluoroboranes and -fluoroborates I: synthesis and spectroscopic characterization of potassium fluoroaryltrifluoroborates and fluoroaryldifluoroboranes
  作者：H.-J. Frohn、H. Franke、P. Fritzen、V.V. Bardin

  DOI：10.1016/s0022-328x(99)00690-7

  日期：2000.3

  A convenient preparation of K[ArBF3] (Ar= 2-C6H4F, 3-C6H4F, 4-C6H4F, 2,6-C6H3F2, 3,5-C6H3F2, 2,4,6-C6H2F3, 3,4,5-C6H2F3, 2,3,4,5-C6HF4 and C6F5) is offered and the IR and multinuclear NMR spectra of these salts are reported. Treatment of the trifluoroborate salts with BF3 in chlorocarbon solvents provides an easy synthetic route to the corresponding aryldifluoroboranes ArBF2. The multinuclear NMR spectra of ArBF2 are presented. The electron substituent effect of the [-BF3](-)-group shows this substituent as one of the strongest sigma-electron donors, while its pi-electron influence is negligible (sigma(I) = - 0.32, sigma(R) = - 0.07). (C) 2000 Elsevier Science S.A. All rights reserved.
• A Simple and Convenient Route to Arylxenon(II) Tetrafluoroborates
  作者：H.-J. Frohn、H. Franke、V. V. Bardin

  DOI：10.1515/znb-1999-1203

  日期：1999.12.1

  An improved synthesis of arylxenon(II) salts is reported. The series of fluoro-containing arylxenon(II) tetrafluoroborates (aryl = C₆F₅, 2,3,4,5-C₆HF₄, 3,4,5-C₆H₂F₃ and 3,5-C₆H₃F₂) are prepared by the reaction of xenon difluoride with the corresponding aryldifluoroboranes. The salts [C₆F₅Xe] [BF₄] and [2,3,4,5-C₆HF₄Xe] [BF4] are long-term stable in anhydrous HF (aHF) solution at rt, while [3,4,5-C₆H₂F₃Xe] [BF₄] and [3,5-C₆H₃F₂Xe] [BF₄] are converted into 1,2,3,5-tetrafluorobenzene and 1,3,5-trifluorobenzene, respectively, within a few hours.

  报道了一种改进的芳基氙(II)盐的合成方法。通过氙二氟化物与相应的芳基二氟硼烷反应，制备了一系列含氟芳基氙(II)四氟硼酸盐(芳基=C₆F₅、2,3,4,5-C₆HF₄、3,4,5-C₆H₂F₃和3,5-C₆H₃F₂)。盐[C₆F₅Xe] [BF₄]和[2,3,4,5-C₆HF₄Xe] [BF4]在无水氟化氢(aHF)溶液中稳定，在室温下长期保存，而[3,4,5-C₆H₂F₃Xe] [BF₄]和[3,5-C₆H₃F₂Xe] [BF₄]则在几小时内分别转化为1,2,3,5-四氟苯和1,3,5-三氟苯。