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  Home > JCE Print > Journal of Chemical Education > Issues > 1997  > October  >
In the Laboratory
Ozonolysis Experiments Using Gas Chromatography-Mass Spectrometry: An Undergraduate Organic Chemistry Laboratory Experiment
Charlene M. Rhoads, George R. Farquar, and William F. Wood
Humboldt State University, Department of Chemistry, Arcata, CA 95521-4957
Cover
October 1997
Vol. 74 No. 10
p. 1220
Abstract
Ozonolysis can be used to locate the position of double bonds in compounds by fragmentation of the molecule at the double bond. A general method was developed for undergraduate laboratory instruction using ozonolysis at room temperature followed by gas chromatography-mass spectrometry (GC-MS). The simple ozonolysis apparatus described can be constructed from material found in most chemistry laboratories. Ozonolysis experiments were performed on methyl oleate, stilbene, a-methylstilbene, 4-methylstyrene and a-methylstyrene. The products of the ozonolysis were identified by comparison of gas chromatographic retention times with authentic samples of possible fragments and analysis of mass spectra of starting materials and products. Mass spectral data of these chemicals are included.
More Information
*  Citation
 Rhoads, Charlene M.; Farquar, George R.; Wood, William F. J. Chem. Educ. 1997 74 1220.
*  Keywords
 Organic Chemistry, Laboratory Instruction, Mechanisms, Microscale, Organic Synthesis, and Spectroscopy
*  History
 Created:
Last Updated:		 July 27, 1999
June 23, 2005
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