Rearrangement ions—II: Mass spectra of the C-13 labeled 2-methyl-2-hydroxy-propanes and 2-methyl-2-aminopropanes

The mass spectra of 2-methyl-2-hydroxypropane (I) and 2-methyl-2-aminopropane (II) exhibit fragment ions which suggest skeletal rearrangement processes. The C-13 analogs of I and II, labeled in the 1- and 2-positions, were prepared in order to determine the most probable mechanistic pathways for fragmentation. Label retentions in major fragment ions indicate that I and II decompose into common fragments through structurally similar intermediates.