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Explanation of Substituent Effects on the Enolization of β-Diketones and β-Ketoesters

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اقرأ أكثر حفظ في قائمتي
  • معلومة اضافية
    • بيانات النشر:
      American Chemical Society
    • الموضوع:
      2021
    • Collection:
      UNSW Sydney (The University of New South Wales): UNSWorks
    • نبذة مختصرة :
      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 β-diketones and β-ketoesters. These insights could be applied by an instructor in order to enrich undergraduate chemistry students' understanding of this fundamental reaction.
    • File Description:
      application/pdf
    • Relation:
      http://hdl.handle.net/1959.4/unsworks_77368; https://unsworks.unsw.edu.au/bitstreams/839319c7-9d3d-43a1-bfc4-676c49f58b08/download; https://doi.org/10.1021/acs.jchemed.0c01076
    • الرقم المعرف:
      10.1021/acs.jchemed.0c01076
    • Rights:
      open access ; https://purl.org/coar/access_right/c_abf2 ; CC-BY-NC-ND ; https://creativecommons.org/licenses/by-nc-nd/4.0/ ; free_to_read ; This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Chemical Education, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see Isolde Sandler, Jason B. Harper, and Junming Ho, Journal of Chemical Education 2021 98 (3), 1043-1048, DOI:10.1021/acs.jchemed.0c01076
    • الرقم المعرف:
      edsbas.B3B81A58