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Ortho effects in organic molecules on electron impact: 21—Oxygen transfers from the ortho nitro group to sulphur in N-aryl-2-nitrobenzenesulphenamides and phenyl-2-nitrophenyl disulphide

✍ Scribed by D. V. Ramana; N. Sundaram; M. George

Publisher
John Wiley and Sons
Year
1989
Tongue
English
Weight
364 KB
Volume
24
Category
Article
ISSN
1076-5174

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✦ Synopsis

Fragment ions arising as a result of oxygen transfers from the nitro group to sulphur have been noticed in N-aryl-Znitrobenzenesulphenamides and phenyl-2-nitrophenyl disulphide. In the case of the former a double oxygen transfer to the sulphur has been noticed in the molecular ion whilst a single oxygen transfer to the &sulphur atom and a double oxygen transfer to the a-sulphur atom have been observed in the latter. The proposed fragmentations are confirmed by high-resolution data, B/E linked-scan spectra and chemical substitution.

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Double oxygen migration to sulphur from the ortho-nitro group leading to eliminations of SO2 and 'S02H from the molecular ions and single oxygen transfer to the olefinic double bond in the sidechain giving rise to the most abundant ion at m/z 138 have been observed in 2-nitrophenyl styryl sulphides