大学化学2025，Vol.40Issue(3)：206-214,9.DOI:10.12461/PKU.DXHX202407022
计算化学实验助力有机反应机理学习
Computational Chemistry Experiments in Facilitating the Study of Organic Reaction Mechanism:A Case Study of Electrophilic Addition of HCl to Asymmetric Alkenes
摘要
Abstract
The combination of computational chemistry experiments with organic chemistry courses can not only enhance students'software application capabilities and scientific research innovation thinking and abilities,but also cultivate their ability to efficiently solve chemical research problems through computational chemistry and deepen their understanding of reaction mechanisms.In this paper,the electrophilic addition of HCl to asymmetric alkenes CH2=CHR(R=CH3,Cl,CN)is taken as an example,the Markovnikov and anti-Markovnikov addition reaction paths are constructed to obtain the thermodynamic and kinetic data.The changes in NPA charge at the stationary points along the reaction path are analyzed to explore the essence of the influence of substituents on reaction mechanism.This computational chemistry experiment is designed to deepen students'understanding and cognition of the electrophilic addition mechanism of asymmetric alkenes,and to grasp the fundamental methods of using computational chemistry to study chemical reaction mechanisms.关键词
计算化学实验/不对称烯烃/亲电加成反应/密度泛函理论Key words
Computational chemistry experiment/Asymmetric alkenes/Electrophilic addition/Density functional theory分类
社会科学引用本文复制引用
王渭娜,冯丽霞,刘峰毅,王文亮..计算化学实验助力有机反应机理学习[J].大学化学,2025,40(3):206-214,9.基金项目
2022年陕西师范大学"课程思政"示范课建设项目(物理化学实验) （物理化学实验）
陕西省一流课程(结构化学) （结构化学）
安徽省课程思政(结构化学) （结构化学）
