Abstract
A. A. Levine and A. G. Cole1 ozonized o-xylene and were able to isolate diacetyl from the reaction product, while methylglyoxal and glyoxal were isolated in the form of the osazones by means of p-nitrophenylhydrazine. This result is of great importance for the theory of the structure of the benzene nucleus. In their paper, Levine and Cole give no evidence about the yield of the substances isolated. Therefore we have reinvestigated this reaction using another analytical method. We have transformed the decomposition products of the ozonides into the corresponding oximes and we have worked out a method for separating the oximes quantitatively.
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References
Levine, A. A., and Cole, A. G., J. Amer. Chem. Soc., 54, 333 (1932).
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WIBAUT, J., HAAYMAN, P. Ozonization of O-Xylene and the Structure of the Benzene Ring. Nature 144, 290 (1939). https://doi.org/10.1038/144290a0
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DOI: https://doi.org/10.1038/144290a0
