大学化学 >> 2025, Vol. 40 >> Issue (6): 139-144.doi: 10.12461/PKU.DXHX202408107

知识介绍 上一篇    下一篇

基础有机化学教学中烯烃的氧化反应

刘振兴, 胡加恩, 程子石, 郝新奇   

  1. 郑州大学化学学院, 郑州 450001
  • 收稿日期:2024-08-26 录用日期:2024-12-25 发布日期:2025-06-20
  • 通讯作者: 刘振兴, 郝新奇 E-mail:liuzhenxing@zzu.edu.cn;xqhao@zzu.edu.cn
  • 基金资助:
    郑州大学教学改革项目(2023ZZUJGXM68);郑州大学课程思政教育教学改革示范课程(2024ZZUKCSZ024);河南省2024年本科高校课程思政示范课程

Oxidation Reactions of Alkenes in Fundamental Organic Chemistry

Zhenxing Liu, Jiaen Hu, Zishi Cheng, Xinqi Hao   

  1. College of Chemistry, Zhengzhou University, Zhengzhou 450001, China
  • Received:2024-08-26 Accepted:2024-12-25 Published:2025-06-20
  • Contact: LIU Zhenxing, HAO Xinqi E-mail:liuzhenxing@zzu.edu.cn;xqhao@zzu.edu.cn

摘要: 本文介绍了几类经典的,但基础教学中没有展开详解的烯烃的氧化反应,包括烯烃的环氧化、四氧化锇氧化、高锰酸钾氧化、臭氧氧化等反应。根据反应机理不同,这些反应被分成三类分别讲述:环氧化反应,双羟化反应和氧化裂解反应;每一部分内容均包含反应通式、机理、典型例子及拓展等。分类讲述有助于学生真正理解并掌握多种氧化反应的异同,典型例子可以加强学生对氧化反应具体应用的理解。除此之外,特在每类反应中加入拓展部分,包括Sharpless环氧化/双羟化和最新发展的双键绿色氧化断裂反应。希望通过对这些反应的总结和拓展切实帮助学生掌握这类重要反应,同时激发学生的科研兴趣,勇于挑战科学前沿。

关键词: 有机化学, 烯烃, 氧化反应, 环氧化, 双羟化, 氧化裂解反应

Abstract: This article explores several classic oxidation reactions of alkenes that are typically not thoroughly covered in foundational organic chemistry, such as epoxidation, osmium tetroxide oxidation, potassium permanganate oxidation, and ozonolysis. These reactions are categorized into three types based on their mechanisms: epoxidation, dihydroxylation, and oxidative cleavage. Each section includes the general reaction mechanism, typical examples, and extensions. This classification aids students in understanding the similarities and differences between various oxidation reactions, while the inclusion of typical examples enhances their comprehension of the practical applications of these reactions. Additionally, each category features an extension, including Sharpless epoxidation/dihydroxylation and the latest advancements in the environmentally friendly oxidative cleavage of double bonds. Through the summary and expansion of these reactions, this article aims to help students master these key reactions while fostering their research interests and encouraging them to engage with cutting-edge scientific challenges.

Key words: Organic chemistry, Alkene, Oxidation reaction, Epoxidation, Dihydroxylation, Oxidative cleavage