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ERIC Number: EJ1290417
Record Type: Journal
Publication Date: 2021-Mar
Pages: 6
Abstractor: As Provided
ISBN: N/A
ISSN: ISSN-0021-9584
EISSN: N/A
Explanation of Substituent Effects on the Enolization of [beta]-Diketones and [beta]-Ketoesters
Sandler, Isolde; Harper, Jason B.; Ho, Junming
Journal of Chemical Education, v98 n3 p1043-1048 Mar 2021
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.
Division of Chemical Education, Inc. and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail: eic@jce.acs.org; Web site: http://pubs.acs.org/jchemeduc
Publication Type: Journal Articles; Reports - Descriptive
Education Level: Higher Education; Postsecondary Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A
Grant or Contract Numbers: N/A