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氟烷基化和氟烷氧基化的研究13: 2-卤四氟乙基物种的β-断裂
引用本文:陈庆云,魏莫愁.氟烷基化和氟烷氧基化的研究13: 2-卤四氟乙基物种的β-断裂[J].化学学报,1987,45(4):354-358.
作者姓名:陈庆云  魏莫愁
作者单位:中国科学院上海有机化学研究所
摘    要:用典型自由基引发(hv,Cu,S2O4^2^-,ABN,DBP等),可以使2-卤四氟碘乙烷(1)(XCF2CF2I,X=Cl,I)产生四氟乙烯.从而证实了2-卤四氟乙基自由基在温和实验条件下能够发生β-断裂.1与亲核试剂(如PPh3,F^-,Cl^-,Br^-,CH3O^-,PhS^-等)作用结果,同样能得到四氟乙烯.这是符合离子型亲卤反应机理的.由此可见,1具有参与自由基机理和亲卤机理反应的双重性质.

关 键 词:氯代烃  烷基化  化学键  四氟乙烯  氟代烃  自由基反应  亲核反应  乙烷P  断裂机理  碘代烃  

Studies on fluoroalkylation and fluoroalkoxylation 13: \b-fragementation of 2-halotetrafluoroethyl species
CHEN QINGYUN,WEI MOCHOU.Studies on fluoroalkylation and fluoroalkoxylation 13: \b-fragementation of 2-halotetrafluoroethyl species[J].Acta Chimica Sinica,1987,45(4):354-358.
Authors:CHEN QINGYUN  WEI MOCHOU
Abstract:Utilizing the typical radical initiating methods (hn, Cu, S2O42-, etc.), 2-halotetrafluoroethyl iodide (XCF2CF2I, X = Cl, I) (I) was converted into tetrafluoroethylene. It may be rationalized in terms of the b-fragmentation of 2-halotetrafluoroethyl radical. However, tetrafluoroethylene may also be obtained in the reaction of I with nucleophiles (PPh3, F-, Cl-, Br-, CH3O-, PhS-, etc.) through halophilic mechanism. Thus, it is shown that 2-halotetrafluoroethyl iodide has a dual reactivity undergoing both radical and halophilic reactions.
Keywords:CHLOROHYDROCARBON  ALKYLATION  CHEMICAL BONDS  TETRAFLUORO ETHYLENE  FLUOROHYDROCARBON  FREE RADICAL REACTION  NUCLEOPHILIC REACTION  ETHANE P  FRACTURE MECHANISM  IODOHYDROCARBON
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