Electron ionization mass spectral studies of bridgehead 7,7‐dimethylnorbornane‐based β‐amino alcohols

Abstract

AbstractThe electron ionization (EI) mass spectra of some new bridgehead 7,7‐dimethylnorbornane‐based β‐amino alcohols have been studied and their fragmentation patterns compared with those of isomeric 3,3‐dimethyl derivatives described by us previously. The dimethyl substitution at C7 results in a significant complication of the spectra, although all compounds show a C1–C2 bond cleavage with charge location at the nitrogen atom that leads to the base peak. Thus, two main fragmentation patterns dominated by cyclopentenylimmonium or methyleneimmonium ions are described depending on the position of the amino group in the norbornane framework (C1 or C2, respectively), as well as other secondary routes that can explain the appearance of the less noticeable fragments. Copyright © 2005 John Wiley & Sons, Ltd.