UNUSUAL CROSS-RING S(N)2 REACTIONS OF [M-H](-) IONS OF METHOXYACETANILIDES

Authors
BLANKSBY SJ DUA S BOWIE JH
Citation
Sj. Blanksby et al., UNUSUAL CROSS-RING S(N)2 REACTIONS OF [M-H](-) IONS OF METHOXYACETANILIDES, Rapid communications in mass spectrometry, 9(2), 1995, pp. 177-179
Citations number
7
Categorie Soggetti
Spectroscopy,"Chemistry Analytical
Journal title
Rapid communications in mass spectrometry → ACNP
ISSN journal
09514198
Volume
9
Issue
2
Year of publication
1995
Pages
177 - 179
Database
ISI
SICI code
0951-4198(1995)9:2<177:UCSRO[>2.0.ZU;2-F
Abstract
Deprotonated o, m-, and p-methoxyacetanilide show pronounced peaks in their collision-induced tandem mass spectra (MS/MS) produced by losses of the elements of C2H6. It is proposed that this reaction is a 'cros s-ring' internal S(N)2 reaction involving an incipient methyl anion. F or example, p-CH3O-C6H4-N--CO-CH3--> [(p.CH3O-C6H4-N=C=O)CH3-]--> O--- C6H4-N=C=O+C2H6.