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Determination of the enantiomeric composition of (+)‐terpinen‐4‐ol from sweet marjoram Origanum majorana L. using a chiral lanthanide shift reagent
Author(s) -
Ravid Uzi,
Bassat Michal,
Putievsky Eli,
Ikan Raphael,
Weinstein Vera
Publication year - 1987
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.2730020104
Subject(s) - chemistry , enantiomer , reagent , origanum , lanthanide , composition (language) , essential oil , alcohol , monoterpene , organic chemistry , chromatography , ion , linguistics , philosophy
1 H‐NMR examination of (+)‐terpinen‐4‐ol, performed in the presence of various molar ratios of a chiral lanthanide shift reagent Eu(hfc) 3 , showed that the enantiomeric composition of (+)‐terpinen‐4‐ol isolated from the essential oil of sweet marjoram is 73%(+): 27%(−). Peak assignment of the enantiomers was achieved by spiking the natural (+)‐enantiomer with the commercial (−)‐alcohol. The method will readily reveal adulteration of natural oils with racemic synthetics.