Acta Chimica Sinica ›› 1988, Vol. 46 ›› Issue (9): 895-899. Previous Articles     Next Articles

Original Articles

全氟烷基磺酰溴与杂原子取代烯键的反应

黄维垣;陈俭龙   

  1. 中国科学院上海有机化学研究所
  • 发布日期:1988-09-15

The reaction of perfluoroalkanesulfonyl bromide with hetero-atom substituted olefins

HUANG WEIYUAN;CHEN JIANLONG   

  • Published:1988-09-15

Perfluoroalkanesulfonyl bromides reacted with vinyl bromide, vinyl acetate, and trimethylvinylsilane to give the corresponding adducts with the evolution of SO2. However, reaction with trimethylsilyl enol ether followed by hydrolysis gave only the corresponding a-bromo ketones and perfluoroalkanesulfinic acids. Perfluoroalkanesulfonyl chloride reacted with the trimethylsilyl ether of pinacolone on UV irradiation to give the corresponding a-perfluoroalkyl derivative of pinacolone. Under mild condition, perfluoroalkanesulfonyl bromide also brominated phenol and anisole to give the corresponding p-bromo derivatives Sodium a,a-dichlorotrifluoroethanesulfinate reacted with bromine in water at 25?to form a,a-dichlorotrifluoroethanesulfonyl bromide, which was thermally less stable than but similar in reactivity to perfluoroalkanesulfonyl bromide.

Key words: REACTION MECHANISM, SULFONIC ACID, BROMOHYDROCARBON, ETHYLENE P, ETHYLENE P, ACETIC ACID ETHENYL ESTER, SILANE, PERFLUORO-HYDROCARBON, ACYL BROMIDE

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