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Electron ionization‐induced fragmentation of N ‐(alkoxymethyl)anilides
Author(s) -
Danikiewicz Witold,
Szmigielski Rafał,
Olejnik Marian
Publication year - 2003
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/jms.400
Subject(s) - chemistry , fragmentation (computing) , protonation , acetanilide , medicinal chemistry , electron ionization , alkyl , ionization , aldehyde , stereochemistry , ion , organic chemistry , computer science , catalysis , operating system
Electron ionization‐induced fragmentation patterns of the series of N ‐(alkoxymethyl)acetanilides and related formanilides and benzanilides have been studied. The main fragmentation reaction observed for all compounds studied is the loss of an alkyl radical from the N ‐alkoxymethyl group leading to the appropriate protonated N ‐acylformanilide derivatives. This reaction is accompanied by unusually high kinetic energy release. Other important fragmentations common for majority of the compounds studied are (i) loss of an aldehyde molecule derived from an alkoxyl group yielding an appropriate N ‐acyl‐ N ‐methylaniline, (ii) elimination of a C n H 2 n O 2 fragment derived from N ‐alkoxymethyl group and carbonyl group oxygen atom and (iii) formation of N ‐methyleneaniline radical cation. Copyright © 2003 John Wiley & Sons, Ltd.