Electron ionization mass spectrometry as a tool for the investigation of the ortho effect in fragmentation of some Schiff bases derived from amphetamine analogs.
The electron ionization-induced fragmentation patterns of three forensically relevant Schiff bases, originating from the condensation between 2-, 3- and 4-methoxyamphetamine and the corresponding ketones, were studied. The proposed fragmentation routes and ion structures are supported by high-resolution data and B/E linked-scan and mass-analyzed ion kinetic energy spectra. The rationalization of the ortho effect, which is responsible for the formation of the [M-OCH3] fragment in the case of the imine bearing ortho-substituted methoxy group, is given.
Faculty of Chemistry, Warsaw University, Pasteura 1, 02-093, Poland.
Dariusz
D
Błachut
Witold
W
Danikiewicz
Marian
M
Olejnik
Zbigniew
Z
Czarnocki
D000662:Amphetamines / Q000032:analysis / Q000737:chemistry*; D005554:Forensic Medicine / Q000379:methods*; D015394:Molecular Structure; D012545:Schiff Bases / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods*; D013237:Stereoisomerism
D000662:Amphetamines; D012545:Schiff Bases