p-chloropentafluoroethylbenzene | 118559-17-4

• 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: p-chloropentafluoroethylbenzene
• 英文别名: 1-chloro-4-(pentafluoroethyl)benzene；1-chloro-4-(1,1,2,2,2-pentafluoroethyl)benzene
• CAS: 118559-17-4
• 化学式: C₈H₄ClF₅
• 分子量: 230.565
• InChiKey: CQOZBGYMWGQJTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  三甲基氯硅烷 、 p-chloropentafluoroethylbenzene 在 magnesium 、 copper(I) bromide 作用下， 以 乙醚 为溶剂， 反应 24.0h， 以14%的产率得到1-(pentafluoroethyl)-4-(trimethylsilyl)benzene
  参考文献：
  名称：

  Mg–Cu bimetal system for selective CF bond activation

  摘要：

  Bimetal system of Mg-CuCl I in DMI for selective C-F and C-Cl bonds activation has been examined. This article involves (1) a short overview of bimetal system of Mg-metals for selective C-F bond activation, (2) C-F bond activation of alkyl trifluoroacetates leading to alkyl difluoro(trimethylsilyl)acetates via difluoroketene silyl acetal, (3) selective C-Cl bond activation of 3- and 4-chloropentafluoroethylbenzenes, (4) C-F bond activation of substituted benzotrifluorides and (5) microscopic observation of an active site of magnesium surface formed in Mg-CuCl system and elucidation of reaction mechanism of C-Cl and C-F bond activation at the active site. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2013.02.001
• 作为产物：
  描述：

  对氯碘苯 、 sodium pentafluoropropionate 在 N-甲基吡咯烷酮 、 copper(l) iodide 作用下， 反应 3.0h， 以54%的产率得到p-chloropentafluoroethylbenzene
  参考文献：
  名称：

  Carr, Gillian E.; Chambers, Richard D.; Holmes, Thomas F., Journal of the Chemical Society. Perkin transactions I, 1988, p. 921 - 926

  摘要：

  DOI：

文献信息

• [EN] PENTAFLUOROETHYLATING COMPOSITIONS<br/>[FR] COMPOSITIONS DE PENTAFLUOROÉTHYLATION
  申请人：FUNDACIÓ INST CATAL D INVESTIGACIÓ QUÍMICA

  公开号：WO2015018855A1

  公开（公告）日：2015-02-12

  The present invention relates to pentafluoroethylating compositions, processes for obtaining them, and their use in pentafluoroethylation reactions.

  这项发明涉及五氟乙基化组合物，获得它们的过程，以及它们在五氟乙基化反应中的应用。
• Pentafluoroethylating compositions
  申请人：Fundació Institut Català d'Investigació Química

  公开号：EP2835374A1

  公开（公告）日：2015-02-11

  The present invention relates to pentafluoroethylating compositions, processes for obtaining them, and their use in pentafluoroethylation reactions.

  本发明涉及五氟乙基化组合物，获取它们的过程，以及它们在五氟乙基化反应中的应用。
• Cupration of C₂F₅H: Isolation, Structure, and Synthetic Applications of [K(DMF)₂][(<i>t</i>-BuO)Cu(C₂F₅)]. Highly Efficient Pentafluoroethylation of Unactivated Aryl Bromides
  作者：Anton Lishchynskyi、Vladimir V. Grushin

  DOI：10.1021/ja407017j

  日期：2013.8.28

  Pentafluoroethane, C2F5H (HFC-125), is smoothly cuprated with preisolated or in situ-generated [K(DMF)][(t-BuO)(2)Cu] to give [K(DMF)(2)][(t-BuO)Cu(C2F5)] (1) in nearly quantitative yield. Complex 1 has been isolated, structurally characterized, and demonstrated to be an exceedingly versatile pentafluoroethylating reagent for a variety of substrates, including unactivated aryl bromides.
• Cu-deposits on Mg metal surfaces promote electron transfer reactions
  作者：Shinya Utsumi、Toshimasa Katagiri、Kenji Uneyama

  DOI：10.1016/j.tet.2011.11.082

  日期：2012.1

  The enhancement of the electron transfer processes in the Grignard reagent formation-type ring silylation and the defluorination-silylation of perfluoroalkyl benzenes by Cu(0)-deposited Mg metal were confirmed. Microscopic analysis and substituent effects implied a different reduction process in the presence of Cu-deposited Mg metal than in the presence of bare Mg metal. (C) 2011 Elsevier Ltd. All rights reserved.
• CARR, GILLIAN E.;CHAMBERS, RICHARD D.;HOLMES, THOMAS F.;PARKER, DAVID G., J. CHEM. SOC. PERKIN TRANS. PT 1,(1988) N 4, 921-926
  作者：CARR, GILLIAN E.、CHAMBERS, RICHARD D.、HOLMES, THOMAS F.、PARKER, DAVID G.

  DOI：——

  日期：——