ISSN:
0030-493X
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The structures of the major adduct ions formed in ammonia chemical ionization of thirteen aliphatic and aromatic ketones have been studied by mass analysed ion kinetic energy spectrometry. The [M+NH3+H]+ ion is shown to have a protonated carbinolamine structure, [M+2NH3+H]+ to be a protonated carbinolamine with hydrogen-bonded ammonia and [2M+NH3+H]+ to be, at least in part, a protonated carbinolamine with hydrogen-bonded ketone. These structures may imply a nucleophilic addition of ammonia at the carbonyl of the ketone-ammonium ion complex. An unusual hydroxy migration is seen in the internal rearrangement of the [2M+NH3+H]+ ion leading to the formation of a protonated imine.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/oms.1210150712
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