乙酰丙酮的酮式-烯醇式互变异构的核磁共振研究——推荐一个物理化学实验  

NMR Study of Keto-Enol Tautomeric Equilibrium in Acetylacetone:An Experiment for Physical Chemistry Laboratory

作　　者：冯柳宾 欧阳捷[1] 安冬丽[1] 叶剑良[1] Liubin Feng;Jie Ouyang;Dongli An;Jianliang Ye(College of Chemistry and Chemical Engineering,Xiamen University,Xiamen 361005,Fujian Province,China)

机构地区：[1]厦门大学化学化工学院,福建厦门361005

出　　处：《大学化学》2023年第11期216-222,共7页University Chemistry

基　　金：福建省自然科学基金项目(2021J01020)。

摘　　要：羰基化合物的酮式-烯醇式互变异构是大学有机化学的重要知识点。本实验采用CDCl3和DMSO-d6构建不同极性的溶液模型,并利用定量核磁共振氢谱技术结合理论化学计算探讨溶剂极性对乙酰丙酮中互变异构化学平衡的影响。实验涉及有机化学、物理化学、仪器分析等多学科知识,可以帮助学生深入理解基础概念,培养实验联系理论的化学研究思维。A physical chemistry experiment involving organic chemistry,computational chemistry,and instrumental analysis is described for junior students majoring in chemistry.Keto-enol tautomerism is a fundamental concept in undergraduate organic chemistry.The keto-enol tautomeric equilibrium of acetylacetone in a series of binary solvent mixtures of deuterated chloroform and deuterated dimethyl sulfoxide with various polarities was explored using NMR spectroscopy and theoretical computations.The effect of solvent polarity on the equilibrium is discussed in combination with NMR and theoretical computation results.This experiment facilitates students’understanding of abstract concepts enables them to integrate theory with experiments and systematically analyze multiple techniques to explore chemical processes and principles.

关 键 词：核磁共振 酮式-烯醇式互变异构 混合溶剂 乙酰丙酮 

分 类 号：G64[文化科学—高等教育学] O6[文化科学—教育学]