The Interplay of Hydration and Hydrolysis upon the Keto–Enol Tautomerism of β-Diketones

This study seeks to elucidate the fundamental principles underlying the hydration, hydrolysis, and enolization of β-diketones, aiming to enhance students’ comprehension of the link between fundamental chemical principles and the practical implications of keto–enol tautomerization and diketone-gem diol equilibrium in diverse chemical reactions. The research explores the hydration and hydrolysis kinetics of β-diketones using NMR and UV spectroscopy as well as the substituent effects on these kinetics and their influence on enolization. The insights gained from this study are valuable for students of chemistry, particularly those with an interest in the fundamental aspects of physical chemistry and the environmental aspects of organic chemistry. By establishing a clear link between theoretical insights and practical applications, this research contributes to the advancement of chemical education and provides students with a deeper understanding of the underlying chemical processes in real-world contexts.

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Publication Details

Journal
Journal of Chemical Education
Published
2024-11-13
DOI
https://doi.org/10.1021/acs.jchemed.4c00795
Citations
3
Primary Topic
Chemical Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
0.75

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article

The Interplay of Hydration and Hydrolysis upon the Keto–Enol Tautomerism of β-Diketones

Chengyang Zhang, Hongcen Zheng, Guoyang Zhang, Shujuan Zhang
3 citations
Journal of Chemical Education
Chemical Reaction Mechanisms
0.75
article

The Interplay of Hydration and Hydrolysis upon the Keto–Enol Tautomerism of β-Diketones

Chengyang Zhang, Hongcen Zheng, Guoyang Zhang, Shujuan Zhang
article en
3 citations

Abstract

This study seeks to elucidate the fundamental principles underlying the hydration, hydrolysis, and enolization of β-diketones, aiming to enhance students’ comprehension of the link between fundamental chemical principles and the practical implications of keto–enol tautomerization and diketone-gem diol equilibrium in diverse chemical reactions. The research explores the hydration and hydrolysis kinetics of β-diketones using NMR and UV spectroscopy as well as the substituent effects on these kinetics and their influence on enolization. The insights gained from this study are valuable for students of chemistry, particularly those with an interest in the fundamental aspects of physical chemistry and the environmental aspects of organic chemistry. By establishing a clear link between theoretical insights and practical applications, this research contributes to the advancement of chemical education and provides students with a deeper understanding of the underlying chemical processes in real-world contexts.

Journal of Chemical EducationVol. 101(12)
State Key Laboratory of Pollution Control and Resource Reuse (CN), Nanjing University (CN)
National Natural Science Foundation of China, Ministry of Education of the People's Republic of China, Fundamental Research Funds for the Central Universities
Clean water and sanitation
Openalex Percentile: Top 31%
Chemical Reaction Mechanisms
0.75
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