Determination of the enantiomeric composition of (+)‐terpinen‐4‐ol from sweet marjoram  Origanum majorana  L. using a chiral lanthanide shift reagent | Zendy

Ravid Uzi | Zendy; Bassat Michal | Zendy; Putievsky Eli | Zendy; Ikan Raphael | Zendy; Weinstein Vera | Zendy

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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.

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