Ortho effects in organic molecules on electron impact part 22. Competing oxygen transfers from the nitro group to sulphur and the olefinic double bond in 2-nitrophenyl styryl sulphides
β Scribed by D. V. Ramana; N. Sundaram; M. George
- Publisher
- John Wiley and Sons
- Year
- 1990
- Tongue
- English
- Weight
- 269 KB
- Volume
- 25
- Category
- Article
- ISSN
- 1076-5174
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β¦ Synopsis
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 on electron impact. The proposed fragmentation mechanisms and the product ion structures were confirmed with the aid of high-resolution data, B/E linked scan and CID spectra.
π SIMILAR VOLUMES
Interesting oxygen transfers from the o-nitro group to allenic carbons were observed in allenyl o-nitrophenyl sulphides under electron impact conditions giving rise to abundant fragment ions at m/z 151,138 and 136. However, a similar oxygen transfer to the sulphur leads to another intense ion at m/z
Oxygen transfers to both the acetylenic carbons and sulphur are noticed in parallel fragmentation pathways during the electron-impact induced decompositions of Znitrophenylphenyletbynylsulphides. Single oxygen transfer to acetylinic carbons leads to the most abundant ion corresponding to the benzoyl
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 ox