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  Home > JCE Print > Journal of Chemical Education > Issues > 2004  > July  >
In the Laboratory
An NMR Study of Isotope Effect on Keto–Enol Tautomerization. A Physical Organic Chemistry Experiment
D. Atkinson and V. Chechik
Department of Chemistry, University of York, Heslington, York YO10 5DD, United Kingdom
Cover
July 2004
Vol. 81 No. 7
p. 1030
Abstract
A series of physical organic chemistry experiments suitable for second- or third-year undergraduate students is presented. 1H NMR spectroscopy is used to monitor the enolization of butanone and calculate rate constants, activation parameters, and primary and secondary isotope effects for this reaction. The experiments teach students to handle and interpret NMR spectra and offer a broad range of topics for discussion, including isotope effects, kinetics, activation parameters, regiochemistry, and reaction mechanisms.
Supplement
Student notes containing all experimental details, a kinetic model of the reaction, and a full set of model NMR data are available.
*  Contents JCE2004p1030W.doc (Microsoft Word)
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More Information
*  Citation
 Atkinson, D.; Chechik, V. J. Chem. Educ. 2004 81 1030.
*  Keywords
 Isotopes; Kinetics; Laboratory Instruction; Mechanisms of Reactions; NMR Spectrometry; Organic Chemistry
*  History
 Created:
Last Updated:		 May 27, 2004
January 19, 2005
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