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A new look at the spectroscopic properties of dihydrocarveol stereoisomers
Author(s) -
Decouzon M.,
Géribaldi S.,
Rouillard M.,
Sturla J.M.
Publication year - 1990
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.2730050303
Subject(s) - chemistry , diastereomer , ion , mass spectrometry , dissociation (chemistry) , spectral line , mass spectrum , chemical ionization , analytical chemistry (journal) , ionization , stereochemistry , organic chemistry , chromatography , physics , astronomy
The principal spectroscopic properties of the four dihydrocarveol diastereoisomers are reinvestigated. The interpretation of their 1 H‐NMR spectra allows unambiguous differentiation of the diastereoisomers and the determination of their conformations. ‘Negative ion chemical ionization‐Collision‐induced dissociation’ experiments have been performed on the quasimolecular ions [M ‐ H] − using a FT‐ICR spectrometer. The daughter ion spectra of the alkoxide negative ions [M ‐ H] − of the four isomers show substantial differences which can be used for a diastereoisomeric differentiation and the confirmation of the conformations. The gas phase FT‐IR spectra are recorded. The MS and IR results can be used for essential oil analysis using GC–MS and/or GC‐FTIR techniques.