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The loss of CH 3 ⋅ from some unsaturated dithioesters
Author(s) -
Burgers Peter C.,
Terlouw Johan K.,
Meijer John,
Dijkstra Geo
Publication year - 1977
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.1210121004
Subject(s) - fragmentation (computing) , metastability , deuterium , ion , sigmatropic reaction , chemistry , labelling , medicinal chemistry , organic chemistry , physics , atomic physics , biochemistry , computer science , operating system
The mechanism for the loss of CH 3 ⋅ (and C 2 H 5 ⋅) from the molecular ions of some unsaturated dithioesters of the typewith n=0, 1, 2, has been studied. Based on first field free region metastable ion characteristics it is proposed that 1,3‐dithiolium type product ions are generated. Deuterium labelling experiments indicated that the molecular ions of the 2‐alkenyl alkanedithioatesundergo a rearrangement prior to fragmentation which resembles the [3,3]sigmatropic rearrangement in solution chemistry.