电化学合成二苯甲酮的绿色化学实验  

A Green Chemistry Experiment on Electrochemical Synthesis of Benzophenone

作　　者：胡良桢 倪黎 牛子怡 张晓慧 秦波 熊燕[1] Liangzhen Hu;Li Ni;Ziyi Liu;Xiaohui Zhang;Bo Qin;Yan Xiong(School of Chemistry and Chemical Engineering,Chongqing University,Chongqing 401331,China)

机构地区：[1]重庆大学化学化工学院,重庆401331

出　　处：《大学化学》2024年第6期350-356,共7页University Chemistry

基　　金：2023年重庆市高等教育教学改革研究项目(233010);重庆大学校级教改项目(2022Y20)。

摘　　要：醇氧化成酮是本科有机化学理论教学内容的重要组成部分。本实验反应产物二苯甲酮在光引发剂与紫外光固化涂料等领域中均具有广泛的应用。以二苯甲酮为骨架的化合物在药物靶向释放领域也有一定的应用。已知制备二苯甲酮的反应涉及反应时间长、使用重金属氧化试剂、脱氢催化剂制备过程复杂等制约因素,使得这些反应在本科实验教学的应用上仍有不足,需要改进。本文利用电化学合成方法,设计了一种绿色环保的合成二苯甲酮的实验方法。该方法用碘化钾作为电解质,乙腈和水的混合溶液作为反应溶剂,直接电解,在不直接添加氧化试剂或者脱氢试剂的情况下将二苯甲醇氧化成二苯甲酮。改进后的方法反应时间较短,产率高,后处理简单,用到的试剂价廉易得,更适用于基础有机实验教学。本实验结合薄层色谱(TLC)、熔点测定、1HNMR以及液质联用仪对反应体系或产物进行分析与结构鉴定,有助于培养学生的实验操作能力与产物鉴定能力。The oxidation of alcohols to ketones constitutes a crucial aspect of undergraduate organic chemistry theory.Benzophenone,the resultant product of the reaction,finds extensive applications in fields such as photoinitiators and UV-curable coatings.Compounds featuring benzophenone as their backbone also hold significance in targeted drug release.Traditional methods for benzophenone synthesis suffer from long reaction time,the use of heavy metal oxidation reagents,and the complexity of dehydrogenation catalyst preparation,limiting their suitability for undergraduate laboratory teaching.This paper presents an environmentally friendly electrochemical synthesis approach for benzophenone.The method employs potassium iodide as the electrolyte and a mixed solvent of acetonitrile and water,facilitating the direct electrolytic oxidation of diphenylmethanol to benzophenone without the need for additional oxidation or dehydrogenation agents.This improved method boasts shorter reaction time,higher yield,simplified post-processing,and employs inexpensive,readily available reagents,making it ideal for introductory organic chemistry experiments.The experiment integrates thin-layer chromatography(TLC),melting point determination,1HNMR,and liquid chromatography-mass spectrometry to analyze and identify reaction systems or products,thereby enhancing students’proficiency in experimental operations and product identification.

关 键 词：二苯甲酮 二苯甲醇 电化学氧化 

分 类 号：G64[文化科学—高等教育学] O6[文化科学—教育学]