| Abstract: | The mass spectrometric behaviour of pairs of stereoisomeric mono- and di-substituted norbornanes, namely bicyclo2.2.1]heptane-2-endo- and -exo-carboxylic acid, methyl bicyclo2.2.1]heptane-2-endo- and -exo-carboxylate, 2-exo-acetamidobicyclo2.2.1]heptane-2-endo- and 2-endo-acetamidobicyclo2.2.1]heptane-2-exo-carboxylic acid and methyl 2-exo-acetamidobicyclo2.2.1]heptane-2-endo- and 2-endo-acetamido-bicyclo2.2.1]heptane-2-exo-carboxylate was studied in detail with particular emphasis on characterization of the stereoisomers. The fragmentation patterns, studied with the aid of mass-analysed ion kinetic energy spectrometry, were supported by semi-empirical MO–SFC calculations, performed using the AM1 method included in the AMPAC program. |
