电化学还原合成1,5-二氨基萘有机化学.pdfVIP

2008 年第 28 卷 有 机 化 学 Vol. 28, 2008 第 5 期, 804～809 Chinese Journal of Organic Chemistry No. 5, 804～809 ·研究论文· 电化学还原合成 1,5-二氨基萘 柳英姿 张爱健 王 欢 张 丽 陆嘉星* (华东师范大学化学系 上海市绿色化学与化工过程绿色化重点实验室 上海 200062) 摘要 研究了以 1,5-二硝基萘为原料电化学还原合成 1,5-二氨基萘的反应. 室温下, 运用循环伏安法研究了 1,5-二硝基 萘的循环伏安行为, 1,5-二硝基萘的还原是一受扩散控制的不可逆反应; 循环伏安图上两个连续的还原峰对应于两个硝 基的还原; 求出了反应的传递系数 α 在 0.275～0.335 之间, α 在 0.360～0.437 之间. 探讨了电解电位(E) 、底物浓度(c ) 、 1 2 1 电解电量(Q) 、硫酸浓度(c2) 以及溶剂(DMF)与水的体积比(Y)对产物产率的影响, 在最优条件下 1,5-二氨基萘的产率最高 可达 77%. 关键词 电化学还原; 1,5-二硝基 ; 1,5-二氨基 ; 恒电位电解 Synthesis of 1,5-Diaminonaphthalene by Electrochemical Reduction LIU, Ying-Zi ZHANG, Ai-Jian WANG, Huan ZHANG, Li LU, Jia-Xing* (Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry , East China Normal University, Shanghai 200062) Abstract Electrosynthesis of 1,5-diaminonaphthalene from 1,5-dinitronaphthalene was studied. At room temperature, the electrochemical reduction behavior of 1,5-dinitronaphathlene has been studied on a Cu electrode by cycle voltammertry in DMF-water solution. It was an irreversible reaction controlled by diffu- sion. 1,5-Dinitronaphthalene exhibited two successive waves in the DMF-water solution which were corre- sponding to the two nitro-group electroreduction. The transfer coefficients of the reaction were calculated. The values of α and α were be