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2024 , Vol. 44 >Issue 3: 951 - 965

DOI: https://doi.org/10.6023/cjoc202312005

研究论文

二苯甲酮腙电氧化制备二苯重氮甲烷的研究

  • 韩璐瑶 ,
  • 胡硕真 ,
  • 郭庆春 ,
  • 郭红永 ,
  • 高照群 ,
  • 许颖 ,
  • 张新胜
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  • a 华东理工大学化工学院 上海 200237
    b 河北兰升生物科技有限公司 河北石家庄 052260

收稿日期: 2023-12-06

  修回日期: 2024-02-23

  网络出版日期: 2024-03-05

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Study on Electrooxidation of Benzophenone Hydrazone to Diphenyldiazomethane

  • Luyao Han ,
  • Shuozhen Hu ,
  • Qingchun Guo ,
  • Hongyong Guo ,
  • Zhaoqun Gao ,
  • Ying Xu ,
  • Xinsheng Zhang
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  • a School of Chemical Engineering, East China University of Science and Technology, Shanghai 200237
    b Hebei Lansheng Biotech Co., Ltd., Shijiazhuang, Hebei 052260
*E-mail:

Received date: 2023-12-06

  Revised date: 2024-02-23

  Online published: 2024-03-05

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摘要

研究了二苯甲酮腙电催化氧化合成二苯重氮甲烷. 针对二苯重氮甲烷的不稳定特性, 通过非均相电解体系设计, 优选卤化合物、电解质种类、反应溶剂的极性以及电极材料、控制电流密度和反应温度等措施, 抑制过氧化副产物二苯甲酮、水解副产物二苯甲醇及偶联副产物二苯甲酮吖嗪的生成, 以74%的高收率获得二苯重氮甲烷. 此外, 还初步探究了二苯甲酮腙电氧化机理.

关键词： 间接电合成; 非均相电解; 二苯重氮甲烷; 碘化合物

本文引用格式

韩璐瑶 , 胡硕真 , 郭庆春 , 郭红永 , 高照群 , 许颖 , 张新胜 . 二苯甲酮腙电氧化制备二苯重氮甲烷的研究[J]. 有机化学, 2024 , 44(3) : 951 -965 . DOI: 10.6023/cjoc202312005

Abstract

The electrocatalytic oxidation of benzophenone hydrazone for the synthesis of diphenyldiazomethane was investigated. To address the instability of diphenyldiazomethane, a heterogeneous electrolytic system was designed, optimizing the halogen compound, electrolyte type, solvent polarity, electrode material, control current density and reaction temperature. These measures effectively suppressed the formation of by-products such as benzylidene acetone peroxide, diphenylmethanol hydrolysis, and diphenylmethanequinone coupling, leading to a high yield of 74% for diphenyldiazomethane. Additionally, preliminary investigations were conducted on the electrochemical oxidation mechanism of benzophenone hydrazone.

Key words： indirect electrosynthesis; heterogeneous electrolysis; diphenyldiazomethane; iodine compound

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