3,5-bis(4'-fluorobenzoyl)nitrobenzene

• 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: 3,5-bis(4'-fluorobenzoyl)nitrobenzene
• 英文别名: [3-(4-Fluorobenzoyl)-5-nitrophenyl]-(4-fluorophenyl)methanone
• 化学式: C₂₀H₁₁F₂NO₄
• 分子量: 367.308
• InChiKey: IFRJVMZDYPKAMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  27
• 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：
  80
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,5-bis(4'-fluorobenzoyl)nitrobenzene 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以80.7%的产率得到3,5-bis(4'-fluorobenzoyl)aniline hydrochloride salt
  参考文献：
  名称：

  Alternative Approach to an AB₂ Monomer for Hyperbranched Poly(Arylene Ether Ketone Imide)s

  摘要：

  An alternative approach to an AB(2) monomer, N-[3,5-bis(4-hydroxybenzoyl)benzene]-4-fluorophthalimde, 4, for hyperbranched poly(arylene ether ketone imide)s has been developed. The key steps were a para-position selective electrophilic aromatic substitution of fluorobenzene with 5-nitroisophthaloyl dichloride and a subsequent clean conversion of the aryl fluorides to phenol groups using potassium hydroxide as the nucleophile. The overall yield for the synthesis of 4 was 51.6%.

  DOI：

  10.1080/00397910701771157
• 作为产物：
  描述：

  氟苯 、 5-硝基异酞酰氯 在 三氯化铝 作用下， 反应 12.0h， 以18.10 g的产率得到3,5-bis(4'-fluorobenzoyl)nitrobenzene
  参考文献：
  名称：

  Alternative Approach to an AB₂ Monomer for Hyperbranched Poly(Arylene Ether Ketone Imide)s

  摘要：

  An alternative approach to an AB(2) monomer, N-[3,5-bis(4-hydroxybenzoyl)benzene]-4-fluorophthalimde, 4, for hyperbranched poly(arylene ether ketone imide)s has been developed. The key steps were a para-position selective electrophilic aromatic substitution of fluorobenzene with 5-nitroisophthaloyl dichloride and a subsequent clean conversion of the aryl fluorides to phenol groups using potassium hydroxide as the nucleophile. The overall yield for the synthesis of 4 was 51.6%.

  DOI：

  10.1080/00397910701771157

文献信息

• Alternative Approach to an AB₂ Monomer for Hyperbranched Poly(Arylene Ether Ketone Imide)s
  作者：Zhenning Yu、Eric Fossum、David H. Wang、Loon‐Seng Tan

  DOI：10.1080/00397910701771157

  日期：2008.1.1

  An alternative approach to an AB(2) monomer, N-[3,5-bis(4-hydroxybenzoyl)benzene]-4-fluorophthalimde, 4, for hyperbranched poly(arylene ether ketone imide)s has been developed. The key steps were a para-position selective electrophilic aromatic substitution of fluorobenzene with 5-nitroisophthaloyl dichloride and a subsequent clean conversion of the aryl fluorides to phenol groups using potassium hydroxide as the nucleophile. The overall yield for the synthesis of 4 was 51.6%.