ISSN:
0030-493X
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Substitution of amino for hydroxyl groups in certain sesquiterpene alcohols has been studied by chemical ionization mass spectrometry using ammonia and ammouia-d3 as the reagent gases, and by mass-analysed ion kinetic energy spectrometry and collision-induced decomposition mass-analysed ion kinetic energy measurements. Depending upon the source conditions and the nature of the substrates, both SNi and SN1 mechanisms have been found to operate. No evidence is obtained for an SN2 mechanism in these compounds. In centdarol and isocentdarol, addition of NH3 to the double bond, followed by elimination of H2O, also contributes to the substitution process. Attack of [NH4]+ on the epoxide function, followed by loss of H2O, appears to lead to the substitution ions in epoxycentdarol, epoxyisocentdarol and epoxyhimachalol.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/oms.1210220610
