Citation: Liubin Feng, Jie Ouyang, Dongli An, Jianliang Ye. NMR Study of Keto-Enol Tautomeric Equilibrium in Acetylacetone: An Experiment for Physical Chemistry Laboratory[J]. University Chemistry, ;2023, 38(11): 216-222. doi: 10.3866/PKU.DXHX202304040 shu

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

College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian Province, China

Corresponding author: Jianliang Ye, yejl@xmu.edu.cn
Received Date: 11 April 2023

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.
- NMR,
- Keto-enol tautomerism,
- Mixed solvent,
- Acetylacetone
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