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  Home > JCE Print > Journal of Chemical Education > Issues > 2004  > September  >
In the Laboratory
Competition Experiments as a Means of Evaluating Linear Free Energy Relationships. An Experiment for the Advanced Undergraduate Organic Chemistry Lab
Richard J. Mullins, Andrei Vedernikov, and Rajesh Viswanathan
Department of Chemistry, Indiana University, Bloomington, IN 47405

Cover
September 2004
Vol. 81 No. 9
p. 1357

Abstract
A novel approach to exploring Hammett relationships in the undergraduate teaching lab is described. The use of competition experiments proved to be a reliable method for the construction of Hammett plots with good correlation. Reactions that were studied include the sodium borohydride reduction, methylmagnesium bromide addition, and oxime formation with para-substituted acetophenones. The composition of reaction mixtures was established by 1H NMR integrations. The use of competition experiments ensured consistency in the results, as relatively little control was required over the reaction conditions. Thus, this method provides great flexibility with regard to the compounds and reactions that may be studied.
Supplement
Detailed procedures and NMR spectra for the competition experiments are available.
*  Contents JCE2004p1357W.doc (Microsoft Word)
 
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More Information
*  Citation
Mullins, Richard J.; Vedernikov, Andrei; Viswanathan, Rajesh. J. Chem. Educ. 2004 81 1357.
*  Keywords
Inquiry-Based / Discovery Method; Kinetics; Laboratory Instruction; Mechanisms; Mechanisms of Reactions; NMR Spectrometry; Organic Chemistry; Organic Synthesis
*  History
Created:
Last Updated:
July 28, 2004
August 10, 2004
  Home > JCE Print > Journal of Chemical Education > Issues > 2004  > September  > Page 1357


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