1,2-二溴乙烷在Michaelis反应和Arbusov重排反应中反应活性的研究

Studies on the reactivity of ethylene dibromide in Michaelis reaction and in Arbusov rearrangement

在 Michaelis 反应中,1,2-二溴乙烷与 NaOP(OBu)_2反应生成二元取代产物(Buo)_2(O)P—CH_2CH_2—P(O)(OBu)_2。在 Arbusov 重排反应中,提高反应物1,2-二溴乙烷对亚磷酸三丁酯的摩尔比,可以使二元取代产物减少。

In Michaelis reaction,1,2-dibromoethane is strong enough to undergo di-substitution with NaOP(OBu)_2 to form the diphosphate ester,while in Arbusov rearrangement,1,2-dibromo-ethane reacts with P(OBu)_3 to form BrCH_2CH_2-P(O)(OBu)_2,the monosubstituted compound,ifthe ratio of BrCH_2CH_2Br:P(OBu)_3 is kept high,and the disubstituted phosphate ester is formedin relatively small amount in such case.