Using TOCSY-NMR to analyze a menthone/menthol mixture resulting from partial oxidation of menthol by Oxone.

Elisabetta Fasella (1), M. Cristina Tettamanzi (2)

The green oxidation of borneol and menthol using Oxone has been incorporated in a senior level chemical synthesis laboratory for the past two years. While the oxidation of borneol proceeds to completion in one hour, 1 the oxidation of menthol is incomplete under the same conditions. Analysis of the menthol-menthone mixture is facilitated by use of selective TOCSY NMR.2

1. Lang, P.T.; Harned, A. M.; Wissinger, J. E. J. Chem. Educ. 2011, 88, 652-656.

2. Zhang, L., Fang, J., Hogan, A., Fasella, E., Tettamanzi, M. C. Poster presented at: 252nd ACS National Meeting, Philadelphia, PA, August 21-25, 2016; Poster CHED-199.

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