1-氯-3-(1,1,2,2,2-五氟乙基)苯 | 309-13-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-氯-3-(1,1,2,2,2-五氟乙基)苯
• 英文名称: 3-chloro-1-pentafluoroethylbenzene
• 英文别名: 3-chloro(pentafluoroethyl)benzene；1-chloro-3-(perfluoroethyl)benzene；1-chloro-3-(pentafluoroethyl)benzene；1-Chlor-3-pentafluoraethyl-benzol；1-Chloro-3-(pentafluoroethyl)-benzene；1-chloro-3-(1,1,2,2,2-pentafluoroethyl)benzene
• CAS: 309-13-7
• 化学式: C₈H₄ClF₅
• 分子量: 230.565
• InChiKey: KAKKMAHHSVWELB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 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

安全信息

• 海关编码：
  2903999090

反应信息

• 作为反应物：
  描述：

  1-氯-3-(1,1,2,2,2-五氟乙基)苯 在 N,N-二甲基丙烯基脲 、 magnesium 、 四丁基二氟三苯硅酸铵 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 1-氯-3-(1,2,2-三氟乙烯基)苯
  参考文献：
  名称：

  Fluoride Ion-Catalyzed 1,2-Desilylative Defluorination:  Syntheses of 1-Substituted 2,2-Difluorostyrenes

  摘要：

  1-(3'-Chlorophenyl)-1-trimethylsilyl-1,2,2,2-tetrafluoroethane has been prepared in an excellent yield by the Mg-promoted defluorinative silylation of 3-chloropentafluoroethylbenzene and transformed to a series of 1-substituted 2,2-difluorostyrenes by fluoride ion-catalyzed 1,2-desilylative defluorination.

  DOI：

  10.1021/jo070721h
• 作为产物：
  描述：

  1-氯-3-碘苯 、 sodium pentafluoropropionate 以 N-甲基吡咯烷酮 为溶剂， 反应 3.0h， 生成 1-氯-3-(1,1,2,2,2-五氟乙基)苯
  参考文献：
  名称：

  Fluoride Ion-Catalyzed 1,2-Desilylative Defluorination:  Syntheses of 1-Substituted 2,2-Difluorostyrenes

  摘要：

  1-(3'-Chlorophenyl)-1-trimethylsilyl-1,2,2,2-tetrafluoroethane has been prepared in an excellent yield by the Mg-promoted defluorinative silylation of 3-chloropentafluoroethylbenzene and transformed to a series of 1-substituted 2,2-difluorostyrenes by fluoride ion-catalyzed 1,2-desilylative defluorination.

  DOI：

  10.1021/jo070721h

文献信息

• A class of effective decarboxylative perfluoroalkylating reagents: [(phen)₂Cu](O₂CR_F)
  作者：Yangjie Huang、Manjaly J. Ajitha、Kuo-Wei Huang、Zhongxing Zhang、Zhiqiang Weng

  DOI：10.1039/c6dt00277c

  日期：——

  [(phen)2Cu](O2CRF) (1) for the decarboxylative perfluoroalkylation of aryl and heteroaryl halides. Treatment of copper tert-butyloxide with phenanthroline ligands, with subsequent addition of perfluorocarboxylic acids afforded air-stable copper(I) perfluorocarboxylato complexes 1. These complexes reacted with a variety of aryl and heteroaryl halides to form perfluoroalkyl(hetero)arenes in moderate to high

  本文描述了用于芳基卤化物和杂芳基卤化物的脱羧全氟烷基化的一类有效试剂[（phen）2 Cu]（O 2 CR F）（1）的发明。用菲咯啉配体处理叔丁基氧化铜，随后添加全氟羧酸，得到空气稳定的全氟羧酸铜（I）络合物1。这些络合物与各种芳基和杂芳基卤化物反应，以中等至高收率形成全氟烷基（杂）芳烃。计算研究表明，第二个phen配体的配位可能会降低全氟羧酸酯脱羧的能垒，从而促进全氟烷基化。
• 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.
• Mg–Cu bimetal system for selective CF bond activation
  作者：Shinya Utsumi、Toshimasa Katagiri、Kenji Uneyama

  DOI：10.1016/j.jfluchem.2013.02.001

  日期：2013.8

  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.
• Fluoride Ion-Catalyzed 1,2-Desilylative Defluorination:  Syntheses of 1-Substituted 2,2-Difluorostyrenes
  作者：Yutaka Nakamura、Kenji Uneyama

  DOI：10.1021/jo070721h

  日期：2007.7.1

  1-(3'-Chlorophenyl)-1-trimethylsilyl-1,2,2,2-tetrafluoroethane has been prepared in an excellent yield by the Mg-promoted defluorinative silylation of 3-chloropentafluoroethylbenzene and transformed to a series of 1-substituted 2,2-difluorostyrenes by fluoride ion-catalyzed 1,2-desilylative defluorination.