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.