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ELECTROCHEMICAL REDUCTION AND CARBOXYLATION OF CHLOROACETONITRILE

机译:氯乙腈的电化学还原和羧化

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摘要

Reduction of NCCH_2Cl in DMF or CH_3CN at a Hg or a glassy carbon electrode involves a protonation reaction between the electrogenerated carbanion NCCH_2~- and the starting halide. Such a self-protonation reaction can be avoided by adding good carbanion scavengers such as proton donors or CO_2. Reduction of the halide in CO_2-saturated solvents yields cyanoacetic acid. This process was investigated under various experimental conditions. The best results, in both solvents, were obtained when an undivided cell with aluminum sacrificial anode was used. The yields of the acid, under such conditions, were 73% and 93% in DMF and CH_3CN, respectively.
机译:在汞或玻璃碳电极上,在DMF或CH_3CN中还原NCCH_2Cl涉及电生成的碳负离子NCCH_2-和起始卤化物之间的质子化反应。可以通过添加良好的碳清除剂(例如质子供体或CO_2)来避免这种自质子化反应。在CO_2饱和溶剂中还原卤化物可生成氰基乙酸。在各种实验条件下对该过程进行了研究。当使用带有铝牺牲阳极的不分隔电池时,在两种溶剂中均获得了最佳结果。在这种条件下,在DMF和CH_3CN中,酸的产率分别为73%和93%。

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