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Characterization of p ‐menthanols and p ‐menthanyl acetates
Author(s) -
McMahon David H.,
Michalis D. Glenn
Publication year - 1985
Publication title -
flavour and fragrance journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.393
H-Index - 70
eISSN - 1099-1026
pISSN - 0882-5734
DOI - 10.1002/ffj.2730010107
Subject(s) - chemistry , cyclohexane , nuclear magnetic resonance spectroscopy , ring (chemistry) , organic chemistry , spectroscopy , stereochemistry , medicinal chemistry , quantum mechanics , physics
Menthanyl acetate is a commercial product used in the formulation of fragrances. This material and its precursor, p ‐menthanol, were each found to be mainly mixtures of four isomers. The use of preparative GC and 1 H‐NMR spectroscopy proved invaluable in distinguishing the isomers of the p ‐menthanols and p ‐menthanyl acetates. This work identifies each isomer and corrects spectroscopic assignments previously reported in the literature. 1 H‐NMR distinguished isomers with axial and equatorial methyl and hydroxyl groups on a cyclohexane ring.