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Novel proximity effects and Ortho interactions in 2,2′-disubstituted diphenylamines on electron impact

✍ Scribed by D. V. Ramana; P. Mahalakshi

Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
393 KB
Volume
28
Category
Article
ISSN
1076-5174

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✦ Synopsis

Unexpected ejections of CH,NO,/I'CH, + 'NO,], N,O,/l'NO, + 'NO,] and CH,OCH,/['CH, + 'OCH,] were observed from the molecular ions of 2-methoxy-2'-nitrodiphenylamine, 2,Tdinitrodiphenylamine and 2,Tdimethoxydiphenylamine, respectively, under electron impact conditions owing to proximity effects. In other competing fragmentation pathways, novel proximity effects triggered by the ortho interactions leading to the unusual eliminations of ['CH, + H,OI from M" of 2-methoxy-2'-nitrodiphenylamine and HNO,/['NO, + 'OH] from M" of 2,Tdinitrodiphenylamine were observed. Evidence for the interpretation of the main fragmentation pathways was obtained from the metastable ion spectra and high-resolution mass spectrometry. Confirmation of the structures assigned to the ions was provided by collision-activated dissociation mass-analysed ion kinetic energy spectra.

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