化学学报 ›› 1983, Vol. 41 ›› Issue (5): 469-472. 上一篇    下一篇

研究论文

双硫碳阴离子与溴乙酸烷基酯的反应

庄治平;周维善;王钟麒   

  1. 中国科学院上海有机化学研究所
  • 发布日期:1983-05-15

Reaction of bisthiocarbanion with alkyl bromoacetate

ZHUANG ZHIPING;ZHOU WEISHAN;WANG ZHONGQI   

  • Published:1983-05-15

关键词: 有机溴化合物, 反应机理, 二硫化物, 氯乙酸 P, 阴碳离子, 脂族酯

This paper reports the reaction of bisthiocabanion with bifunctional compounds -- bromoacetate. The bisthiocabanion 6 reacted with methyl or ethyl bromoacetate to give the products 4 and 5 (R=CH3, C2H5) resulting from attack on carbonyl group, while with t-butyl bromoacetate to give product 3 without attack on carbonyl group. This is probably due to steric hindrance of the bulky t-butyl group, which rendered the attack of the bisthiocabanion on the carbonyl carbon atom rather difficult.

Key words: ORGANO BROMINE COMPOUNDS, REACTION MECHANISM, DISULFIDE, CHLOROACETIC ACID P, CARBANION, ALIPHATIC ESTER

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