1997/10/01 by Charlene M. Rhoads, George R. Farquar, William F. Wood
Chemistry · Environmental Science · #Various Chemistry Research Topics #Chemistry and Chemical Engineering
paper · doi:10.1021/ed074p1220
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.