Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (05): 804-809. Previous Articles     Next Articles

Original Articles

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*   

  1. (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)
  • 收稿日期:2007-08-23 修回日期:2007-10-25 发布日期:2008-05-20
  • 通讯作者: 陆嘉星

Synthesis of 1,5-Diaminonaphthalene by Electrochemical Reduction

LIU Ying-Zi,ZHANG Ai-Jian,WANG Huan,ZHANG Li,LU Jia-Xing*   

  1. (Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry,
    East China Normal University, Shanghai 200062)
  • Received:2007-08-23 Revised:2007-10-25 Published:2008-05-20
  • Contact: LU Jia-Xing

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 diffusion. 1,5-Dinitronaphthalene exhibited two successive waves in the DMF-water solution which were corresponding to the two nitro-group electroreduction. The transfer coefficients of the reaction were calcu-lated. The values of α1 and α2 were between 0.275~0.335 and 0.360~0.437, respectively. Influence of electrolysis potential (E), the concentration of 1,5-dinitronaphthalene (c1), the concentration of sulfuric acid (c2), the passed charge (Q) and volume ratio of solvent to water (Y) was investigated to opti-mize the electrolytic conditions, with the maximal yield to be 77%.

Key words: 1,5-dinitronaphthalene, 1,5-diaminonaphthalene, constant-potential elec-trolysis, electrochemical reduction