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Bifunctional even‐electron ions. IV. Fragmentation behaviour of aliphatic methoxonium ions containing an additional carbomethoxy group
Author(s) -
Záhorszky U. I.,
Schulze P.
Publication year - 1988
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210230203
Subject(s) - fragmentation (computing) , ion , bifunctional , chemistry , group (periodic table) , stereochemistry , crystallography , organic chemistry , computer science , operating system , catalysis
As for the corresponding hydroxonium ions, the methoxonium ions \documentclass{article}\pagestyle{empty}\begin{document}${\rm R} \!-\! \mathop {\rm C}\limits^ + ({\rm OCH}_2)\! -\! ({\rm CH}_2)_n \! - \! {\rm COOCH}_3 $\end{document} ( n = 0−5), b , show as the main reactions those triggered by functional group interaction, but the overall decomposition rate is not much influenced. Loss of CH 3 OH is the general primary fragmentation, originating preferentially from the COOCH 3 group. The lowest homologue ( b 0 ) shows loss of C 3 H 4 O as the main primary reaction, while b 1 shows loss of CH 2 CO besides CH 3 OH loss. The subsequent fragmentations exhibit strong chain‐length dependence. Methoxy anion migration is observed as a general reaction mode of fragment ions which still contain the COOCH 3 group. The fragmentation behaviour of a and b and of the corresponding methoxy‐substituted bifunctional ions has been compared, and general conclusions have been drawn.