1-bromo-4-(2-chloro-1,1,2-trifluoroethoxy)benzene | 403-60-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-bromo-4-(2-chloro-1,1,2-trifluoroethoxy)benzene
• 英文别名: 4-(1,1,2-trifluoro-2-chloroethoxy)bromobenzene；(4-bromo-phenyl)-(2-chloro-1,1,2-trifluoro-ethyl)-ether；(4-Brom-phenyl)-(2-chlor-1,1,2-trifluor-aethyl)-aether
• CAS: 403-60-1
• 化学式: C₈H₅BrClF₃O
• 分子量: 289.479
• InChiKey: YMBPCQZSBWFECF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二氧化碳 、 1-bromo-4-(2-chloro-1,1,2-trifluoroethoxy)benzene 在 magnesium 、 1,2-二溴乙烷 作用下， 以 乙醚 为溶剂， 反应 1.5h， 以67%的产率得到4-(2-氯-1,1,2-三氟乙氧基)苯甲酸
  参考文献：
  名称：

  Phenols Reactions with 1,1-Difluorodichloroethene, 1,2-Di(fluorochloro)ethene, and Trifluorochloroethene

  摘要：

  Phenols containing in the para-position of the benzene ring substituents of various electronic character add to 1,1-ditluorodichloroethene in acetone in the presence of potassium hydroxide. A similar reaction with 1,2-di(fluorochloro)ethene occurs only in DMF or N,N-dimethylacetamide and is followed by hydrogen chloride elimination. Phenols with electron-donor substituents add to trifluorochloroethene in acetone in the presence of potassium hydroxide, the reaction of phenols with electron-acceptor substituents requires DMF as solvent.

  DOI：

  10.1023/b:rujo.0000010179.88527.27
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 溴 、 铁粉 作用下， 生成 1-bromo-4-(2-chloro-1,1,2-trifluoroethoxy)benzene
  参考文献：
  名称：

  Lichtenberger; Geyer, Bulletin de la Societe Chimique de France, 1957, p. 581,588, 589

  摘要：

  DOI：

文献信息

• Base-catalyzed stereoselective hydrophenoxylation and hydrothiolation of hexafluorobutyne
  作者：Zhao Bo、Zeng Ji-Jun、Han Sheng、Tu Dong-Huai、Li Jiang-Wei、Zhang Wei、Lu Jian

  DOI：10.1016/j.tetlet.2020.151693

  日期：2020.3

  Novel base-catalyzed hydrophenoxylation and hydrothiolation of hexafluorobutyne are described. By using an easily available base, a variety of vinyl ethers as well as sulfides are prepared at room temperature through two-phase nucleophilic addition reaction. Mechanistic study revealed that the stereoselectivity of vinyl ethers might depend on frontier orbital interaction under kinetic control.

  Ñ OVEL碱催化hydrophenoxylation和hexafluorobutyne的hydrothiolation进行说明。通过使用容易获得的碱，在室温下通过两相亲核加成反应制备了各种乙烯基醚以及硫化物。机理研究表明，乙烯基醚的立体选择性可能取决于动力学控制下的前沿轨道相互作用。
• Lichtenberger; Geyer, Bulletin de la Societe Chimique de France, 1957, p. 581,588, 589
  作者：Lichtenberger、Geyer

  DOI：——

  日期：——
• Phenols Reactions with 1,1-Difluorodichloroethene, 1,2-Di(fluorochloro)ethene, and Trifluorochloroethene
  作者：M. M. Kremlev、A. I. Mushta、L. I. Moklyarchuk

  DOI：10.1023/b:rujo.0000010179.88527.27

  日期：2003.8

  Phenols containing in the para-position of the benzene ring substituents of various electronic character add to 1,1-ditluorodichloroethene in acetone in the presence of potassium hydroxide. A similar reaction with 1,2-di(fluorochloro)ethene occurs only in DMF or N,N-dimethylacetamide and is followed by hydrogen chloride elimination. Phenols with electron-donor substituents add to trifluorochloroethene in acetone in the presence of potassium hydroxide, the reaction of phenols with electron-acceptor substituents requires DMF as solvent.