1-(2-Bromo-1,1,2,2-tetrafluoroethoxy)-4-chlorobenzene | 83015-29-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(2-Bromo-1,1,2,2-tetrafluoroethoxy)-4-chlorobenzene
• CAS: 83015-29-6
• 化学式: C₈H₄BrClF₄O
• 分子量: 307.47
• InChiKey: PWHBBVMSLDJINB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  15
• 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：
  5

反应信息

• 作为反应物：
  描述：

  碘苯 、 1-(2-Bromo-1,1,2,2-tetrafluoroethoxy)-4-chlorobenzene 在 铜 作用下， 以 二甲基亚砜 为溶剂， 反应 36.0h， 以54%的产率得到1-chloro-4-(1,1,2,2-tetrafluoro-2-phenylethoxy)benzene
  参考文献：
  名称：

  Copper(0)-mediated fluoroalkylation of iodobenzene with 2-bromo-1,1,2,2-tetrafluoroethyl compounds: Investigation on the influence of R substituent on the reactivity of RCF2Cu species

  摘要：

  We have made a systematic investigation on the copper(0)-mediated tetrafluoroethylenation of iodobenzene with structurally diverse 2-bromo-1,1,2,2-tetrafluoroethyl compounds. A comparison of this reaction with 1,2,2-trifluoro-1-phenylethylation and the known functionalized difluoroalkylation demonstrates that the substituent R of alpha,alpha-difluoroalkyl copper species RCF2Cu plays a crucial role on their reactivity, which is believed to be useful for the development of new fluoroalkylation reactions under the promotion of transition metals. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.08.011
• 作为产物：
  描述：

  1,1,2,2-四氟-1,2-二溴乙烷 、 对氯苯酚 在 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 生成 1-(2-Bromo-1,1,2,2-tetrafluoroethoxy)-4-chlorobenzene
  参考文献：
  名称：

  Copper(0)-mediated fluoroalkylation of iodobenzene with 2-bromo-1,1,2,2-tetrafluoroethyl compounds: Investigation on the influence of R substituent on the reactivity of RCF2Cu species

  摘要：

  We have made a systematic investigation on the copper(0)-mediated tetrafluoroethylenation of iodobenzene with structurally diverse 2-bromo-1,1,2,2-tetrafluoroethyl compounds. A comparison of this reaction with 1,2,2-trifluoro-1-phenylethylation and the known functionalized difluoroalkylation demonstrates that the substituent R of alpha,alpha-difluoroalkyl copper species RCF2Cu plays a crucial role on their reactivity, which is believed to be useful for the development of new fluoroalkylation reactions under the promotion of transition metals. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.08.011

文献信息

• Condensation of 1,2-dibromotetrafluoroethane with various potassium thiophenoxides and phenoxides
  作者：I. Rico、C. Wakselman

  DOI：10.1016/s0022-1139(00)81443-8

  日期：1982.8
• RICO, I.;WAKSELMAN, C., J. FLUOR. CHEM., 1982, 20, N 6, 759-764
  作者：RICO, I.、WAKSELMAN, C.

  DOI：——

  日期：——
• Copper(0)-mediated fluoroalkylation of iodobenzene with 2-bromo-1,1,2,2-tetrafluoroethyl compounds: Investigation on the influence of R substituent on the reactivity of RCF2Cu species
  作者：Jieming Zhu、Chuanfa Ni、Bing Gao、Jinbo Hu

  DOI：10.1016/j.jfluchem.2014.08.011

  日期：2015.3

  We have made a systematic investigation on the copper(0)-mediated tetrafluoroethylenation of iodobenzene with structurally diverse 2-bromo-1,1,2,2-tetrafluoroethyl compounds. A comparison of this reaction with 1,2,2-trifluoro-1-phenylethylation and the known functionalized difluoroalkylation demonstrates that the substituent R of alpha,alpha-difluoroalkyl copper species RCF2Cu plays a crucial role on their reactivity, which is believed to be useful for the development of new fluoroalkylation reactions under the promotion of transition metals. (C) 2014 Elsevier B.V. All rights reserved.