【摘要】 环己酮与丙烯腈反应合成了2,6-二(氰乙基)环己酮1.由1合成2,6-二(羧乙基)环己酮2,2在硫酸铁水合物催化反应合成了8-羧乙基Δ9六氢香豆素3,化合物3与溴加成,脱溴化氢得8-羧乙基-5,6,7,8-四氢香豆素5.用半经验的量子化学PM3方法研究了反应物和产物的电子结构,得到了产物的最优构型和电荷键序分布以及反应焓变,讨论了反应中的电子效应和空间效应.更多还原

【Abstract】 2,6-di(cyanoethyl)cyclohexane 1 was prepared by treating cyclohexanone with acrylonitrile,then 1 was converted to 2,6-di(carboxyethyl) cyclohexanone 2.When 2 was catalyzed by ferric sulfate,the 8-carboxyethyl Δ9 hexahydrocoumarin 3 was formed.3 reacted with bromine and then heated,hydrobromied was quickly liberated from the addition product thus 5 was obtaided.The optimized configuration and electronic structures of reactants and products were studied by molecular orbital PM3 method.The reaction enthalpies of reactants and products were calculated.The electronic structures,net charges and bond orders of reactants and products were discussed.更多还原