有机化学 ›› 1993, Vol. 13 ›› Issue (6): 603-608. 上一篇    下一篇

研究论文

溴氯卡宾产生新方法及其机理的讨论

陶凤岗;朱其妹;方屹;艾慧;许临晓;张秀月   

  1. 复旦大学化学系.上海(200433);上海第二教育学院
  • 发布日期:1993-12-25

A new approach to the generation of bromochlorocarbene and the corresponding mechanism

Tao Fenggang;Zhu Qimei;Fang Yi;Ai Hui;Xu Linxiao;Zhang Xiuyue   

  1. Fudan Univ, Dept Chem.Shanghai(200433)
  • Published:1993-12-25

本文报道以卤仿和某些多卤代烃组成的混合试剂在超声辐射下产生溴氯卡宾的新方法,并讨论了反应机理。

关键词: 反应机理, 卤代烃, 卤仿, 超声辐射, 卡宾, 氯,

In the reaction of mixed polyhalohydrocabons, such as bromoform- chloroform, bromoform-tetrachloromethane, bromoform-hexachloroethane, with strong bases under ultrasonication and phase-transfer catalysis, three kinds of dihalocarbene, bromochlorocarbene and dibromocarbene as well as dichlorocarbene, can be generated smoothly. In the presence of olefins, the corresponding bromochlorocyclopropane derivatives can be obtained as main products in about 50% yields by changing the ratios of the mixed polyhalohydrocarbons. A free radical mechanism for the fast halogen exchanges is suggested in this paper.

Key words: BROMINE, HALOFORM, HALOHYDROCARBON, REACTION MECHANISM, ULTRASONIC RADIATION, CHLORINE

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