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The Discovery-Oriented Approach to Organic Chemistry. 2. Selectivity in Alcohol Oxidation. An Exercise in 1H NMR Spectroscopy for Sophomore Organic Laboratories
Journal of Chemical Education (1999)
  • Ram S. Mohan, Illinois Wesleyan University
  • Steven R. Shadwick
Abstract

We have developed a simple oxidation experiment that presents the student with a puzzle and is a good exercise in 1H NMR spectroscopy. The experiment, which illustrates the important concept of selectivity in organic synthesis, involves selective oxidation of a mixture of 1-heptanol and 2-heptanol using commercial swimming pool chlorine. 1H NMR analysis of the product mixture allows the student to determine the selectivity exhibited by the reagent.

Keywords
  • Second-year undergraduate,
  • organic chemistry,
  • problem solving,
  • decision making,
  • NMR spectroscopy.
Disciplines
Publication Date
August, 1999
Citation Information
Ram S. Mohan and Steven R. Shadwick. "The Discovery-Oriented Approach to Organic Chemistry. 2. Selectivity in Alcohol Oxidation. An Exercise in 1H NMR Spectroscopy for Sophomore Organic Laboratories" Journal of Chemical Education Vol. 76 Iss. 8 (1999)
Available at: http://works.bepress.com/ram_mohan/23/