NBS与取代苯的亲电反应及其应用  

The Electrophilic Reaction of NBS with Substituted Benzene and its Application

作　　者：冯娟[1] 罗啸[1,2] 穆云[1] 刘守信[1] 

机构地区：[1]河北科技大学化学与制药工程学院,石家庄050018 [2]河北大学化学与环境科学学院 保定

出　　处：《应用化学》2007年第1期111-113,共3页Chinese Journal of Applied Chemistry

摘　　要：选取含不同取代基的甲苯在不同条件下与NBS反应,考察了溶剂极性、取代基的电子效应和温度等因素对反应结果的影响,结果表明,取代反应的区域选择性强烈地依赖于反应溶剂和取代基的电子效应及其数量。随反应溶剂极性的增强,芳环上亲电取代产物的比例增加;随芳环上取代基的推电子能力的增大,亲电取代反应的优势愈加明显;相反,则有利于α-位上的游离基取代。在此基础上,研究了溴化Q0的合成方法,形成了一条新的、简便的溴化Q0的合成路线,收率达86％以上。Toluene with different substituted group was selected to react with NBS under diffent conditions. The factors that effect reaction including the polarity of solvent, the electron effect of aubstituteed group and reaction temperature were discussed. The results indicated that the regioselectivity of substitutent reaction depend greatly on reaction solvent and the electronic effect of substitutent group. It is shown that the electrophic substitution of benzene ring is favored in more polar solvents and for compounds with strong electrondonating groups. Otherwise, the free radical reaction in the α-site was favorable. On the base of the results, a new synthetic route of brominated Q0 was reported. The method was more favorable for the preparation of Q0, and the yield was above 86%.

关 键 词：NBS 取代苯 亲电取代 溴化Qo 

分 类 号：O621.3[理学—有机化学]