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Ortho effects in organic molecules on electron impact. Part 15. Oxygen transfers from the nitro group to both sulphur and olefinic double bonds in allyl o ‐nitrophenyl sulphide
Author(s) -
Ramana D. V.,
Sundaram N.,
George M.
Publication year - 1989
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210240113
Subject(s) - chemistry , nitro , sulfur , mass spectrum , dissociation (chemistry) , oxygen , molecule , medicinal chemistry , double bond , ion , electron transfer , photochemistry , stereochemistry , organic chemistry , alkyl
An oxygen transfer from the nitro group to the CC group, followed by a simple cleavage, afford intense fragments corresponding to o ‐nitrosothiophenol at m / z 139 and o ‐nitrosothiophenoxy cation at m / z 138 during mass spectral fragmentations of allyl o ‐nitrophenyl sulphide. Further, a concerted double oxygen transfer from the nitro group to the sulphur is proposed for the ejection of ṠO 2 H from the molecular ion of this compound, leading to the quinolinium cation at m / z 130. These processes are supported by the high‐resolution data, collision‐induced dissociation linked‐scan spectra and chemical evidence.