4'-fluoro-4-(4-fluorophenylethynyl)benzophenone | 272115-22-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 4'-fluoro-4-(4-fluorophenylethynyl)benzophenone
• 英文别名: 4-fluoro-4'-(4-fluorophenylethynyl)benzophenone；(4-Fluorophenyl){4-[(4-fluorophenyl)ethynyl]phenyl}methanone；(4-fluorophenyl)-[4-[2-(4-fluorophenyl)ethynyl]phenyl]methanone
• CAS: 272115-22-7
• 化学式: C₂₁H₁₂F₂O
• mdl: MFCD01808390
• 分子量: 318.322
• InChiKey: PYJROGCYZUAOTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4'-fluoro-4-(4-fluorophenylethynyl)benzophenone 在 potassium permanganate 作用下， 以 水 、 溶剂黄146 、 丙酮 为溶剂， 反应 2.5h， 以95%的产率得到4'-fluoro-4-(4-fluorophenylglyoxalyl)benzophenone
  参考文献：
  名称：

  摘要：

  A series of previously unknown unsymmetrical difluoroaromatic compounds, viz., p-fluorobenzoylphenyl(p-fluorophenyl)-substituted imidazoles, pyrazines, and quinoxalines, were synthesized according to multistep procedures with the use of chloral as the key compound. The reactivities of the resulting difluoroaromatic compounds were estimated based on F-19 and C-13 NMR spectral data and the results of quantum-chemical calculations. The calculated charge densities on the C-ipso atoms correlate linearly with the experimental chemical shifts in the F-19 and C-13 NMR spectra. Difluoroaromatic compounds, which are characterized by F-delta > -110 and delta(C) > 163 and by the charge density on the C-ipso atom higher than 0.08 e, are sufficiently activated to be used for the preparation of high-molecular-weight polyethers.

  DOI：

  10.1023/a:1015022032506
• 作为产物：
  描述：

  4-氟苯乙炔 、 四溴-4'-氟苯二甲酮 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 三乙胺 、 三苯基膦 作用下， 反应 10.0h， 以89%的产率得到4'-fluoro-4-(4-fluorophenylethynyl)benzophenone
  参考文献：
  名称：

  摘要：

  A series of previously unknown unsymmetrical difluoroaromatic compounds, viz., p-fluorobenzoylphenyl(p-fluorophenyl)-substituted imidazoles, pyrazines, and quinoxalines, were synthesized according to multistep procedures with the use of chloral as the key compound. The reactivities of the resulting difluoroaromatic compounds were estimated based on F-19 and C-13 NMR spectral data and the results of quantum-chemical calculations. The calculated charge densities on the C-ipso atoms correlate linearly with the experimental chemical shifts in the F-19 and C-13 NMR spectra. Difluoroaromatic compounds, which are characterized by F-delta > -110 and delta(C) > 163 and by the charge density on the C-ipso atom higher than 0.08 e, are sufficiently activated to be used for the preparation of high-molecular-weight polyethers.

  DOI：

  10.1023/a:1015022032506
• 作为试剂：
  描述：

  4-氟苯乙炔 、 四溴-4'-氟苯二甲酮 、 、 三乙胺 在 氩 、 三乙胺氢溴酸盐 、 三乙胺 、 水 、 盐酸 、 Brine 、 Sodium sulfate-III 、 4'-fluoro-4-(4-fluorophenylethynyl)benzophenone 、 silica gel 作用下， 以 二氯甲烷 为溶剂， 反应 35.0h， 以were obtained in a yield of 81%的产率得到4'-fluoro-4-(4-fluorophenylethynyl)benzophenone
  参考文献：
  名称：

  Poly(arylene ether) homopolymer compositions and methods of manufacture thereof

  摘要：

  提供了一种包含一个或多个聚芳醚聚合物的介电组合物。这些介电组合物具有重复的结构单元：其中n=1至200，Y和Ar分别是二价芳基基团，Y来源于一般式HO—Y—OH的双酚化合物，Ar来源于二氟二芳乙炔和/或乙炔基苯酮的一般式F—Ar—F，Z可以是氢、甲基或来自一般式Z—F的单氟苯酮衍生物。这些聚芳醚聚合物与各种微电子器件一起使用，例如集成电路和多芯片模块。

  公开号：

  US06303733B1

文献信息

• New hexaarylbenzene-containing di- and tetrafluoroarenes
  作者：M. L. Keshtov、A. L. Rusanov、N. M. Belomoina、A. S. Peregudov、E. R. Tkhakakhov

  DOI：10.1007/s11172-006-0061-1

  日期：2005.8

  New hexaarylbenzene-containing di- and tetrafluoroarenes were prepared by the Diels—Alder reactions of 1,4-bis(1-oxo-2,4,5-triphenylcyclopentadien-3-yl)benzene with 4-fluoro-4′-(phenylethynyl)- and 4-fluoro-4′-(4-fluorophenylethynyl)benzophenone, respectively.

  通过 1,4-双(1-氧代-2,4,5-三苯基环戊二烯-3-基)苯与 4-氟-4′-(苯基乙炔基)-苯甲酮和 4-氟-4′-(4-氟苯基乙炔基)-苯甲酮的 Diels-Alder 反应，制备了新的含六芳基苯的二氟和四氟烯烃。
• US6303733B1
  申请人：——

  公开号：US6303733B1

  公开（公告）日：2001-10-16
• US6380347B1
  申请人：——

  公开号：US6380347B1

  公开（公告）日：2002-04-30
• [EN] POLY(ARYLENE ETHER) HOMOPOLYMER COMPOSITIONS AND METHODS OF MANUFACTURE THEREOF<br/>[FR] COMPOSITIONS A BASE DE POLY(ARYLENE ETHER) HOMOPOLYMERE ET PROCEDES DE FABRICATION
  申请人：ALLIED SIGNAL INC

  公开号：WO2000031163A2

  公开（公告）日：2000-06-02

  Dielectric compositions encompassing one or more poly(arylene ether) polymers are provided. The dielectric compositions have the repetitive structural unit formula (I) where n=l to 200, Y and Ar are each a divalent arylene radical, Y derived from bisphenol compounds of general formula HO-Y-OH, Ar derived from difluoro diarylacetylenes and/or ethynylated benzophenones of general formula F-Ar-F and Z is optionally hydrogen, a methyl group or derived from a monofluoro-benzophenone derivative of general formula Z-F. Such poly(arylene ether) polymers are employed with a variety of microelectronic devices, for example, integrated circuits and multichip modules.
• ——
  作者：M. L. Keshtov、A. L. Rusanov、S. V. Keshtova、P. V. Petrovskii、A. A. Shchegolikhin

  DOI：10.1023/a:1015022032506

  日期：——

  A series of previously unknown unsymmetrical difluoroaromatic compounds, viz., p-fluorobenzoylphenyl(p-fluorophenyl)-substituted imidazoles, pyrazines, and quinoxalines, were synthesized according to multistep procedures with the use of chloral as the key compound. The reactivities of the resulting difluoroaromatic compounds were estimated based on F-19 and C-13 NMR spectral data and the results of quantum-chemical calculations. The calculated charge densities on the C-ipso atoms correlate linearly with the experimental chemical shifts in the F-19 and C-13 NMR spectra. Difluoroaromatic compounds, which are characterized by F-delta > -110 and delta(C) > 163 and by the charge density on the C-ipso atom higher than 0.08 e, are sufficiently activated to be used for the preparation of high-molecular-weight polyethers.