大学化学 >> 2022, Vol. 37 >> Issue (7): 2109049.doi: 10.3866/PKU.DXHX202109049

化学实验 上一篇    下一篇

连续流动条件下硝酮的光化学合成在本科实验教学中的应用探索

宣俊1,*(), 金伟伟2, 李磊1, 廉笑1, 张琼1, 刘晨江2,*()   

  1. 1 安徽大学化学化工学院, 合肥 230601
    2 新疆大学化学学院, 乌鲁木齐 830046
  • 收稿日期:2021-09-16 录用日期:2021-10-19 发布日期:2021-12-09
  • 通讯作者: 宣俊,刘晨江 E-mail:xuanjun@ahu.edu.cn;pxylcj@126.com
  • 作者简介:Email: pxylcj@126.com (刘晨江)
    Email: xuanjun@ahu.edu.cn (宣俊)
  • 基金资助:
    安徽省高等学校省级质量工程项目(2020kcszyjsm011)

Application of Photochemical Synthesis of Nitrone under Continuous Flow in Undergraduate Laboratory Teaching

Jun Xuan1,*(), Weiwei Jin2, Lei Li1, Xiao Lian1, Qiong Zhang1, Chenjiang Liu2,*()   

  1. 1 College of Chemistry & Chemical Engineering, Anhui University, Hefei 230601, China
    2 College of Chemistry, Xinjiang University, Urumqi 830046, China
  • Received:2021-09-16 Accepted:2021-10-19 Published:2021-12-09
  • Contact: Jun Xuan,Chenjiang Liu E-mail:xuanjun@ahu.edu.cn;pxylcj@126.com

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摘要：

为有效拓展现阶段本科有机化学教学实验开设的范围，让学生了解学科前沿研究热点与新合成技术，本实验以硝酮的光化学合成为导向，将连续流动化学和有机光化学融合运用于本科实验教学。反应以苯基重氮酸酯和亚硝基苯为起始原料，蓝色LED为光源，通过亚硝基苯对光照产生的卡宾中间体的捕捉实现硝酮的光化学合成。反应过程中无需使用无水无氧等复杂操作，且简易流动光化学反应器易于搭建、价格低廉，适合本科生在基础实验室中操作完成。通过本实验，还可以让学生熟悉微量有机反应中薄层分析法、柱层析及相关仪器的操作，并将所学的核磁共振氢谱/碳谱等理论知识运用到产物的结构分析中，提升学生的主观能动性、综合实践能力和环保意识。

关键词: 流动化学, 光化学, 硝酮, 本科实验教学

Abstract:

This experiment is oriented by photochemical synthesis of nitrone, and applied to undergraduate laboratory teaching. The integration of continuous flow chemistry and organic photochemistry can effectively expand the scope of current undergraduate organic chemistry laboratory teaching and let students understand the frontier research hotspots and new synthetic technologies. The photochemical synthesis of nitrones was realized by capturing the photo-generated carbene intermediates with nitrosobenzene. The simple flow photochemical reactor is cheap and easy to build, which is suitable for undergraduates to use in the basic laboratory. Through this experiment, students can also get familiar with the operation of thin-layer analysis, column chromatography and related instruments in micro organic reaction, and apply the theoretical knowledge of nuclear magnetic resonance hydrogen spectrum/carbon spectrum to analyze the structural products, exercise students' active exploration spirit and comprehensive practical ability, and improve students' awareness of environmental protection.

Key words: Flow chemistry, Photo-chemistry, Nitrone, Undergraduate laboratory teaching