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potassium (undecafluorooct-3-en-1-yn-1-yl)trifluoroborate | 869657-72-7

中文名称
——
中文别名
——
英文名称
potassium (undecafluorooct-3-en-1-yn-1-yl)trifluoroborate
英文别名
potassium;trifluoro(3,4,5,5,6,6,7,7,8,8,8-undecafluorooct-3-en-1-ynyl)boranuide
potassium (undecafluorooct-3-en-1-yn-1-yl)trifluoroborate化学式
CAS
869657-72-7;869583-63-1
化学式
C8BF14*K
mdl
——
分子量
411.975
InChiKey
DTWMJPSMLVTNQI-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    2.0
  • 重原子数:
    24.0
  • 可旋转键数:
    3.0
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.5
  • 拓扑面积:
    0.0
  • 氢给体数:
    0.0
  • 氢受体数:
    0.0

反应信息

  • 作为反应物:
    参考文献:
    名称:
    (Fluoroorgano)fluoroboranes and -borates. 14. Preparation of Potassium ((Perfluoroorgano)ethynyl)trifluoroborates K[RFC⋮CBF3]
    摘要:
    Despite the remarkable progress in organoboron chemistry, (alkynyl)fluoroborates remained unknown until 1999, when Darses et al. reported the preparation of the first two potassium (alkynyl)trifluoroborates, K[RC equivalent to CBF3] (R = Bu, Et3Si).(1) Later Molander et al. extended this series of salts with R = C8H17, C6H5, C6H5-CH(2)CH2, CClH2CH2CH2, CH2=C(CH3) Me3Si, and t-BuMe2SiOCH2CH2.(2) Both groups introduced (alkynyl)trifluoroborates successfully into Pd-catalyzed cross-coupling reactions and demonstrated impressively the application potential of alkynyltrifluoroborate salts.It is well-known that the replacement of all or the majority of hydrogen atoms by fluorine atoms in hydrocarbons or in their organoelement derivatives caused significant changes of their physical and chemical properties. 3 In this regard the chemistry of organoboron compounds is no exception. A recently published review presented a number of peculiarities which were derived from the combination of the specific properties of both roots, organofluorine and organoboron chemistry, and their co-action.(4)sWe have continued our systematic studies in the field of polyfluorinated organofluoroborates and -boranes investigated approaches to the synthesis of ((perfluoro-organo)ethynyl)trifluoroborate salts K[RFC equivalent to CBF3]. We have included perfluorinated alkyl, alkenyl, and aryl groups R-F attached to C-2 of the ethynyl unit.(5)
    DOI:
    10.1021/om050590f
  • 作为产物:
    描述:
    二氟化氢钾硼酸三异丙酯1-溴-1-(全氟己基)乙烯 在 potassium fluoride 、 正丁基锂氢氟酸 作用下, 以 乙醚正己烷 为溶剂, 以66%的产率得到potassium (undecafluorooct-3-en-1-yn-1-yl)trifluoroborate
    参考文献:
    名称:
    (Fluoroorgano)fluoroboranes and -borates. 14. Preparation of Potassium ((Perfluoroorgano)ethynyl)trifluoroborates K[RFC⋮CBF3]
    摘要:
    Despite the remarkable progress in organoboron chemistry, (alkynyl)fluoroborates remained unknown until 1999, when Darses et al. reported the preparation of the first two potassium (alkynyl)trifluoroborates, K[RC equivalent to CBF3] (R = Bu, Et3Si).(1) Later Molander et al. extended this series of salts with R = C8H17, C6H5, C6H5-CH(2)CH2, CClH2CH2CH2, CH2=C(CH3) Me3Si, and t-BuMe2SiOCH2CH2.(2) Both groups introduced (alkynyl)trifluoroborates successfully into Pd-catalyzed cross-coupling reactions and demonstrated impressively the application potential of alkynyltrifluoroborate salts.It is well-known that the replacement of all or the majority of hydrogen atoms by fluorine atoms in hydrocarbons or in their organoelement derivatives caused significant changes of their physical and chemical properties. 3 In this regard the chemistry of organoboron compounds is no exception. A recently published review presented a number of peculiarities which were derived from the combination of the specific properties of both roots, organofluorine and organoboron chemistry, and their co-action.(4)sWe have continued our systematic studies in the field of polyfluorinated organofluoroborates and -boranes investigated approaches to the synthesis of ((perfluoro-organo)ethynyl)trifluoroborate salts K[RFC equivalent to CBF3]. We have included perfluorinated alkyl, alkenyl, and aryl groups R-F attached to C-2 of the ethynyl unit.(5)
    DOI:
    10.1021/om050590f
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文献信息

  • Reactions of fluoroalk-1-en-1-yltrifluoroborate and perfluoroalk-1-yn-1-yltrifluoroborate salts and selected hydrocarbon analogues with hydrogen fluoride and with halogenating agents in aHF and in basic solvents
    作者:Vadim V. Bardin、Nicolay Yu. Adonin、Hermann-Josef Frohn
    DOI:10.1016/j.jfluchem.2011.09.011
    日期:2012.3
    products. In contrast, the salts K[RCFCFBF3] (R = CnF2n+1, trans-C4H9) and K[CF3CCBF3] underwent bromodeboration to RCFCFBr and CF3CCBr, respectively, when they were reacted with bromine in the polar solvents MeOH, MeCN, or sulfolane.
    K的电hydrodeboration [R'BF的相对速率3 ]与HF(27-100%)系列中的R'=减少Ç 4 ħ 9 Ç C> c ^ 4 ˚F 9 CF CFC C> CF 2 C(CF 3)> C 3 F 7 C C〜(CF 3)2 CFC C> CF 3 CC 。当R'= CF 3 C C时,通过添加获得新盐K [CF 3 CH 2 –CF 2 BF 3 ] CF 3 C以外的HF含量CH和K [BF 4 ]。少量引起副产物K [CF 3 CH 2 –C(O)BF 3 ]的形成。全氟链烯基三硼酸盐与NCSNBS在aHF(无HF)中的亲电子卤代化作用导致K [R F CFHal–CF 2 BF 3 ](来自K [R F CF CFBF 3 ])和K [R F CFal 2 –CF 2 BF 3 ](来自K [R F CHal CFBF 3 ]和K [R F C CBF 3
  • A well feasible and general route to (organoethynyl)difluoroboranes, RHCCBF2, and their perfluorinated analogues, RFCCBF2
    作者:Vadim V. Bardin、Nicolay Yu. Adonin、Hermann-Josef Frohn
    DOI:10.1016/j.jfluchem.2006.12.012
    日期:2007.7
    A representative series of (organoethynyl)difluoroboranes RC equivalent to CBF2 (R=C4H9, (CH3)(3)C, CF3, C3F7, (CF3)(2)CF, CF3CF=CF, C4F9CF=CF, C6F5) was prepared by abstraction of fluoride from the corresponding K[RC equivalent to CBF3] salts with BF3 in appropriate solvents' (1,1,1,3,3-pentafluoropropane, 1,1,1,3,3-pentafluorobutane, or dichloromethane). (c) 2007 Elsevier B.V. All rights reserved.
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