Enantiomeric composition of the principal components of the oil of Melaleuca alternifolia

The concentrations and enantiomeric purity of the major monoterpene constituents in a number of Melaleuca alternifolia (tea tree) oils have been determined by enantioselective gas chromatography. Consrstent enantiomeric ratios of 65:35 (+:-) for terpinen-4-ol and 76:24 (+:-) for a-terpineol were observed for the range of oils analyzed. Attempts to validate these ratios in the intact oil by 1 H NMR together with chiral lanthanide shift reagents have not yet been successful. 1 H NMR was, however, successful in confirming the enantiomeric purity determined by gas chromatography of standard terpinen4-ol [79:21 (+:-)] and α-terpineol [35:65 (+:-)] samples