大学化学2025，Vol.40Issue(3)：76-82,7.DOI:10.12461/PKU.DXHX202404119
计算化学辅助有机化学教学
Computational Chemistry Aided Organic Chemistry Teaching:A Case of Comparison of Basicity and Stability of Diazine Isomers
吕仁庆 1王淑涛 1王芳 1沈国平1
作者信息
- 1. 中国石油大学(华东)化学化工学院,山东 青岛 266580
- 折叠
摘要
Abstract
The basicity strength and stability order of three isomers of diazine in the gas phase were compared by using computational quantum chemistry methods at the B3LYP/6-311+g(d,p)level.The calculation results indicate that the order of basicity strength is pyridazine>pyrimidine>pyrazine.Based on single point energy calculations of optimized structures,the stability order of the isomers is pyrimidine>pyrazine>pyridazine.Similarly,the stability of their conjugated acids follows the same trend:pyrimidine-H>pyrazine-H>pyridazine-H.The distinct thermodynamic properties of pyridazine,such as its combustion heat and standard enthalpy of formation,were qualitatively explained using frontier orbital theory.Incorporating computational chemistry into the teaching of organic acid-base properties and stability helps students deeply understand key concepts,such as Lewis acid-base properties,isodesmic reactions,highest occupied molecular orbitals(HOMO),lowest unoccupied molecular orbitals(LUMO),frontier orbital gaps,and hybrid orbital theory.This approach significantly enhances teaching effectiveness and serves as a valuable tool for improving the quality of organic chemistry education.关键词
二嗪/气相碱性/等键反应/计算化学/杂化类型Key words
Diazene/Gas-phase basicity/Isodesmic reaction/Computational Chemistry/Hybridization type分类
教育学引用本文复制引用
吕仁庆,王淑涛,王芳,沈国平..计算化学辅助有机化学教学[J].大学化学,2025,40(3):76-82,7.
