3,3',4,4'-tetrafluorobenzil | 942407-05-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3,3',4,4'-tetrafluorobenzil
• 英文别名: 1,2-Bis(3,4-difluorophenyl)ethane-1,2-dione
• CAS: 942407-05-8
• 化学式: C₁₄H₆F₄O₂
• 分子量: 282.194
• InChiKey: IBDJXLAQEHPROM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  喹啉 、 3,3',4,4'-tetrafluorobenzil 、 丁炔二酸二甲酯 以 甲苯 为溶剂， 反应 12.0h， 以61%的产率得到dimethyl 3-(3,4-difluorobenzoyl)-3-(3,4-difluorophenyl)-4aH-[1,3]oxazino[3,2-a]quinoline-1,2-dicarboxylate
  参考文献：
  名称：

  Efficient synthesis of [1,3]oxazino[2,3-a]quinoline derivatives by a novel 1,4-dipolar cycloaddition involving a quinoline–DMAD zwitterion and carbonyl compounds

  摘要：

  An efficient synthesis of [1,3]oxazino[2,3-a]quinoline derivatives via a three-component reaction of quinoline, DMAD and carbonyl compounds is described. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.03.123
• 作为产物：
  描述：

  3,4-二氟苯甲醛 在 sodium hydroxide 、 硝酸铵 、 copper diacetate 、 盐酸硫胺 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 138.0h， 生成 3,3',4,4'-tetrafluorobenzil
  参考文献：
  名称：

  Analysis of the inhibition of mammalian carboxylesterases by novel fluorobenzoins and fluorobenzils

  摘要：

  We have synthesized and assessed the ability of symmetrical fluorobenzoins and fluorobenzils to inhibit mammalian carboxylesterases (CE). The majority of the latter were excellent inhibitors of CEs however unexpectedly, the fluorobenzoins were very good enzyme inhibitors. Positive correlations were seen with the charge on the hydroxyl carbon atom, the carbonyl oxygen, and the Hammett constants for the derived K-i values with the fluorobenzoins. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.03.012

文献信息

• Analysis of the inhibition of mammalian carboxylesterases by novel fluorobenzoins and fluorobenzils
  作者：Latorya D. Hicks、Janice L. Hyatt、Teri Moak、Carol C. Edwards、Lyudmila Tsurkan、Monika Wierdl、Antonio M. Ferreira、Randy M. Wadkins、Philip M. Potter

  DOI：10.1016/j.bmc.2007.03.012

  日期：2007.6.1

  We have synthesized and assessed the ability of symmetrical fluorobenzoins and fluorobenzils to inhibit mammalian carboxylesterases (CE). The majority of the latter were excellent inhibitors of CEs however unexpectedly, the fluorobenzoins were very good enzyme inhibitors. Positive correlations were seen with the charge on the hydroxyl carbon atom, the carbonyl oxygen, and the Hammett constants for the derived K-i values with the fluorobenzoins. (c) 2007 Elsevier Ltd. All rights reserved.
• Efficient synthesis of [1,3]oxazino[2,3-a]quinoline derivatives by a novel 1,4-dipolar cycloaddition involving a quinoline–DMAD zwitterion and carbonyl compounds
  作者：Vijay Nair、S. Devipriya、Suresh Eringathodi

  DOI：10.1016/j.tetlet.2007.03.123

  日期：2007.5

  An efficient synthesis of [1,3]oxazino[2,3-a]quinoline derivatives via a three-component reaction of quinoline, DMAD and carbonyl compounds is described. (c) 2007 Elsevier Ltd. All rights reserved.