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Explanation of Substituent Effects on the Enolization of [beta]-Diketones and [beta]-Ketoesters
- Source :
-
Journal of Chemical Education . Mar 2021 98(3):1043-1048. - Publication Year :
- 2021
-
Abstract
- This article highlights some of the challenges in explaining simple substituent effects on keto-enol equilibria, particularly to an undergraduate audience. Quantum-chemical calculations were performed to identify the role of intramolecular hydrogen bonding, inductive effects due to electron-withdrawing groups, and cross-conjugation on the enolization of [beta]-diketones and [beta]-ketoesters. These insights could be applied by an instructor in order to enrich undergraduate chemistry students' understanding of this fundamental reaction.
Details
- Language :
- English
- ISSN :
- 0021-9584
- Volume :
- 98
- Issue :
- 3
- Database :
- ERIC
- Journal :
- Journal of Chemical Education
- Publication Type :
- Academic Journal
- Accession number :
- EJ1290417
- Document Type :
- Journal Articles<br />Reports - Descriptive
- Full Text :
- https://doi.org/10.1021/acs.jchemed.0c01076