Mass spectrometric identification of unsaturated terpene hydrocarbons by GC–MS after derivatization with trioxo(tert-butylimido)osmium(VIII)
✍ Scribed by G. Rücker; M. Neugebauer; B. Daldrup
- Book ID
- 102839448
- Publisher
- John Wiley and Sons
- Year
- 1990
- Tongue
- English
- Weight
- 836 KB
- Volume
- 5
- Category
- Article
- ISSN
- 0882-5734
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✦ Synopsis
Abstract
The mass spectrometric identification of unsaturated mono‐ and sesquiterpene hydrocarbons during the GC–MS analysis of essential oils is often difficult owing to lack of characteristic fragmentation patterns and because of isomerization and molecular rearrangements. Reaction of mono‐ and sesquiterpenes containing one or two non‐conjugated double bonds with trioxo(tert‐butylimido)osmium(VIII) gives vicinal monoamino alcohols, bisamino alcohols and aminotriols after reduction of the intermediate osmate ester amides. These derivatives show characteristic mass spectra which can be used as a ‘fingerprint’ for the identification of the respective parent compound. Moreover, it seems possible to derive some key fragments from the mass spectra, which can indicate the presence of certain types of alkenoic unsaturation in the hydrocarbon. This is true for vicinal disubstituted exocyclic double bonds, isopropenyl double bonds and methylsubstituted endocyclic double bonds.