1,2,3,4-tetrafluorobenzene-d1

• 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: 1,2,3,4-tetrafluorobenzene-d1
• 英文别名: 1-Deuterio-2,3,4,5-tetrafluorobenzene；1-deuterio-2,3,4,5-tetrafluorobenzene
• 化学式: C₆H₂F₄
• 分子量: 151.068
• InChiKey: SOZFIIXUNAKEJP-MICDWDOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  10
• 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：
  4

反应信息

• 作为产物：
  描述：

  重水 、 2,3,4,5-四氟苯硼酸 在 吡啶 作用下， 以 吡啶 、 重水 为溶剂， 以99%的产率得到1,2,3,4-tetrafluorobenzene-d1
  参考文献：
  名称：

  摘要：

  Polyfluorinated phenyl(dihydroxy)boranes C6H5-nFnB(OH)(2) (n = 3 - 5) underwent hydrodeboration (formal replacement of the (dihydroxy)boryl group by hydrogen) in the presence of bases (MeOH, 33% H2O-MeOH, KOH (1 equiv.)/33% H2O-MeOH, pyridine and 9% D2O-pyridine) and formed the fluoroaromatic compounds ArH or ArD, respectively. The rate of reaction depends on the number of fluorine atoms in the phenyl group and on the position of the fluorine atoms, relative to the B(OH)(2) substituent.

  DOI：

  10.1002/1521-3749(200213)628:13<2834::aid-zaac2834>3.0.co;2-2

文献信息

• Nucleophilicity vs. basicity of the hydroxide ion under extractive phase transfer catalysis conditions
  作者：David Feldman、Mordecai Rabinovitz

  DOI：10.1016/s0040-4039(01)93863-8

  日期：1989.1

  Extraction of hydroxide ion under phase transfer catalysis conditions (PTC) affords an extremely strong base and nucleophile. The competition between H/D exchange and nucleophilic aromatic substitution on 1,2,3,4-Tetrafluorobenzene (1) shows that under extractive phase transfer catalysis conditions the hydroxide ion is more effective as a base than as a nucleophile.

  在相转移催化条件（PTC）下提取氢氧根离子可提供非常强的碱和亲核试剂。H / D交换与1,2,3,4-四氟苯（1）上的亲核芳族取代之间的竞争表明，在萃取相转移催化条件下，氢氧离子作为碱比作为亲核体更有效。
• ——
  作者：H.-J. Frohn、N. Y. Adonin、V. V. Bardin、V. F. Starichenko

  DOI：10.1002/1521-3749(200213)628:13<2834::aid-zaac2834>3.0.co;2-2

  日期：——

  Polyfluorinated phenyl(dihydroxy)boranes C6H5-nFnB(OH)(2) (n = 3 - 5) underwent hydrodeboration (formal replacement of the (dihydroxy)boryl group by hydrogen) in the presence of bases (MeOH, 33% H2O-MeOH, KOH (1 equiv.)/33% H2O-MeOH, pyridine and 9% D2O-pyridine) and formed the fluoroaromatic compounds ArH or ArD, respectively. The rate of reaction depends on the number of fluorine atoms in the phenyl group and on the position of the fluorine atoms, relative to the B(OH)(2) substituent.