大学化学 >> 2026, Vol. 41 >> Issue (8): 380-388.doi: 10.12461/PKU.DXHX202507049

化学实验 上一篇    下一篇

烯烃光催化氧化制备二苯甲酮——介绍一个绿色合成综合实验

谭芳芳1, 张乐乐1, 净鹏华1, 赵鹏举1, 李洋2   

  1. 1 渭南师范学院化学与材料学院, 陕西 渭南 714099;
    2 西安交通大学前沿科学技术研究院, 陕西 西安 712046
  • 收稿日期:2025-07-06 录用日期:2025-10-15 发布日期:2026-08-25
  • 通讯作者: 谭芳芳, 李洋 E-mail:15877653513@163.com;liyang79@mail.xjtu.edu.cn Fangfang Tan, Yang Li
  • 基金资助:
    陕西省自然科学基础研究计划项目(2025JC-YBQN-132)；渭南师范学院博士科研启动基金(2022RC18)

Photocatalytic oxidation of alkenes to benzophenones: a green synthesis comprehensive experiment

Fangfang Tan1, Lele Zhang1, Penghua Jing1, Pengju Zhao1, Yang Li2   

  1. 1 School of Chemistry and Materials Science, Weinan Normal University, Weinan 714099, Shaanxi Province, China;
    2 Frontier Institute of Science and Technology, Xi'an Jiaotong University, Xi'an 712046, Shaanxi Province, China
  • Received:2025-07-06 Accepted:2025-10-15 Published:2026-08-25
  • Contact: Fangfang Tan, Yang Li E-mail:15877653513@163.com;liyang79@mail.xjtu.edu.cn

PDF

204

赞

摘要： 设计了一个面向化学本科教学的绿色光催化综合实验。以空气为氧化剂，有机小分子吖啶盐作为光催化剂，乙酸乙酯作为溶剂，室温反应1 h，实现了1,1-二苯基乙烯氧化裂解制备二苯甲酮，分离产率达90%。实验采用薄层色谱(TLC)监测反应进程，并使用2,4-二硝基苯肼(DNPH)溶液对产物二苯甲酮进行显色确认，结合红外光谱(IR)、核磁共振波谱(NMR)技术完成产物结构表征，构建了“合成-监测-表征”一体化教学模块。通过探究光敏剂及溶剂对反应的影响，引导学生对光诱导电子转移机制的理解。该实验将前沿绿色催化技术融入本科实践，有效培养了学生的科研素养与可持续发展理念。

关键词: 光催化, 烯烃氧化, 醛酮类化合物, 绿色化学, 综合化学实验

Abstract: This study presents a green photocatalytic integrated experiment designed for undergraduate chemistry education. Employing atmospheric oxygen as the oxidant, an organic acridinium salt as the photocatalyst, and ethyl acetate as the solvent, the aerobic oxidative cleavage of 1,1-diphenylethylene to benzophenone was accomplished at room temperature within one hour, yielding 90% isolated product. The reaction process was monitored by thin-layer chromatography (TLC), with the carbonyl product (benzophenone) confirmed by a chromogenic reaction using 2,4-dinitrophenylhydrazine (DNPH) solution. The product structure was fully characterized by infrared spectroscopy (IR) and nuclear magnetic resonance (NMR) spectroscopy, thereby constructing an integrated “synthesis-monitoring-characterization” teaching module. The investigation of photosensitizer and solvent effects facilitates student understanding of photoinduced electron transfer mechanisms. This experiment successfully incorporates advanced green catalytic technology into undergraduate laboratory education, effectively enhancing students' research skills and promoting sustainable chemistry principles.

Key words: Photocatalysis, Oxidation of alkenes, Aldehyde and ketone compounds, Green chemistry, Comprehensive chemistry experiment