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Ortho effects in organic molecules on electron impact: 19—Competing oxygen transfers from nitro group to sulphur and acetylinic carbons in 2-nitrophenylphenylethynylsulphides

✍ Scribed by D. V. Ramana; N. V. S. Rama Krishna

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

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✦ Synopsis

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 cation whilst double oxygen transfers to both the acetylenic carbons followed by the ejection of two CO units from the M" ion afford another abundant fragment corresponding to the phenothiazine radical cation However, the oxygen transfers to sulphur yield a less abundant -S02M+ ion. The proposed fragmentation pathways and the ion structures are s u p ported by high-resolution data, collision-induced dissociation linked-scan spectra and chemical substitution.

📜 SIMILAR VOLUMES

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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
✍ D. V. Ramana; N. Sundaram; M. George 📂 Article 📅 1990 🏛 John Wiley and Sons 🌐 English ⚖ 269 KB

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

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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

Competing oxygen transfers from nitro gr
Competing oxygen transfers from nitro group to sulphur and allenic double bonds in allenyl o-nitrophenyl sulphides on electron impact
✍ D. V. Ramana; N. V. S. Ramakrishna 📂 Article 📅 1992 🏛 John Wiley and Sons 🌐 English ⚖ 309 KB

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