Fragmentation studies on metastable diethylaniline derivatives using mass-analyzed ion kinetic energy spectrometry

This is the authors' abstract. We don't add key points for this paper.

It is well known that small substituted aromatic amines lose their substituents after electron ionization in a multistep fragmentation mechanism. In this contribution, the fragmentation reactions of N,N-diethyl-aniline and different methyl-substituted N,N-diethyl-methyl-aniline isomers are investigated with respect to the position of the methyl group attached to the aromatic ring system. Metastable ion decay reveals a complicated fragmentation mechanism leading to an interplay of the aromatic methyl group and the ethyl substituents at the amine function. A small change in the substitution leads to a significant change of the observed fragments indicating a participation of o-methyl groups in the fragmentation mechanism of the diethyl amino side chain. Because the underlying mechanisms are not fully understood, the presented investigations deliver through 13 C isotopic labeling a deep insight into the hidden rearrangement and fragmentation mechanisms in these compounds.