The Discovery-Oriented Approach to Organic Chemistry. 2. Selectivity in Alcohol Oxidation. An Exercise in 1H NMR Spectroscopy for Sophomore Organic Laboratories

Ram S. Mohan; 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

Ram S. Mohan, Steven R. Shadwick

Illinois Wesleyan University

Research output: Journal Article › Article › peer-review

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.

Original language	American English
Journal	Journal of Chemical Education
Volume	76
State	Published - Aug 1999

Keywords

NMR spectroscopy.
Second-year undergraduate
decision making
organic chemistry
problem solving

Disciplines

Organic Chemistry

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Cite this

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title = "The Discovery-Oriented Approach to Organic Chemistry. 2. Selectivity in Alcohol Oxidation. An Exercise in 1H NMR Spectroscopy for Sophomore Organic Laboratories",

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.",

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AB - 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.

KW - NMR spectroscopy.

KW - Second-year undergraduate

KW - decision making

KW - organic chemistry

KW - problem solving

M3 - Article

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JO - Journal of Chemical Education

JF - Journal of Chemical Education

ER -