Unusual cross-ring S(N)2 reactions of M-H (-) ions of methoxyacetanilides


Autoria(s): Blanksby, Stephen J.; Dua, S.; Bowie, J. H.
Data(s)

08/04/1995

Resumo

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 'cross-ring' internal S(N)2 reaction involving an incipient methyl anion. For example, p-CH3O-C6H4-N--CO-CH3--> [(p.CH3O-C6H4-N=C=O)CH3-]--> O---C6H4-N=C=O+C2H6.

Identificador

http://eprints.qut.edu.au/70220/

Publicador

John Wiley & Sons Ltd.

Relação

http://onlinelibrary.wiley.com/doi/10.1002/rcm.1290090214/pdf

DOI:10.1002/rcm.1290090214

Blanksby, Stephen J., Dua, S., & Bowie, J. H. (1995) Unusual cross-ring S(N)2 reactions of M-H (-) ions of methoxyacetanilides. Rapid Communications in Mass Spectrometry, 9(2), pp. 177-179.

Direitos

Copyright 1995 John Wiley & Sons, Ltd.

Fonte

School of Chemistry, Physics & Mechanical Engineering; Science & Engineering Faculty

Palavras-Chave #collision-induced dissociations #gas-phase
Tipo

Journal Article