Literaturnachweis - Detailanzeige
| Autor/inn/en | Esselman, Brian J.; Hill, Nicholas J.; Ellison, Aubrey J. |
|---|---|
| Titel | An Improved Mechanistic Interpretation of the Acid-Catalyzed Dehydration of Methylcyclohexanols |
| Quelle | In: Journal of Chemical Education, 98 (2021) 10, S.3218-3225 (8 Seiten)Infoseite zur Zeitschrift
PDF als Volltext |
| Zusatzinformation | ORCID (Esselman, Brian J.) ORCID (Hill, Nicholas J.) |
| Sprache | englisch |
| Dokumenttyp | gedruckt; online; Zeitschriftenaufsatz |
| ISSN | 0021-9584 |
| DOI | 10.1021/acs.jchemed.1c00205 |
| Schlagwörter | Organic Chemistry; Laboratory Experiments; Models; Thermodynamics; Computation; Textbooks |
| Abstract | The acid-catalyzed dehydration of regioisomeric methylcyclohexanols is a classic organic chemistry experiment featured in a variety of laboratory textbooks and literature. The mechanistic details of this reaction have received an inconsistent and occasionally inaccurate treatment, wherein the reaction has been described as a mix of E1, E2-like, acid-catalyzed E2, and base-catalyzed E2 processes. We provide an overview of how this reaction has been represented in the chemistry education literature and describe a model for its mechanistic interpretation as an E1 reaction that is typically analyzed before thermodynamic equilibrium is established. This model is supported by new experimental data and computational explorations of the reactive intermediates and cycloalkene products. We provide clear recommendations for how this reaction should be presented to students. (As Provided). |
| Anmerkungen | 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 |
| Erfasst von | ERIC (Education Resources Information Center), Washington, DC |
| Update | 2024/1/01 |
Literaturbeschaffung und Bestandsnachweise in Bibliotheken prüfen
Permalink als QR-Code
Inhalt auf sozialen Plattformen teilen (nur vorhanden, wenn Javascript eingeschaltet ist)
Teile diese Seite:
