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Do deprotonated semicarbazones undergo the negative‐ion Beckmann rearrangement in the gas phase?
Author(s) -
Adams Gregory W.,
Bowie John H.
Publication year - 1990
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.1290040802
Subject(s) - chemistry , beckmann rearrangement , deprotonation , fragmentation (computing) , ion , gas phase , medicinal chemistry , photochemistry , stereochemistry , oxime , organic chemistry , computer science , operating system
Most deprotonated semicarbazones do not undergo the negative‐ion Beckmann rearrangement: instead, simple radical and/or neutral loss is noted, e.g., Me 2 CNNHCON̄H→[Me 2 CNNH − (OCNH)]→OCN − +Me 2 CNNH 2 . However, dimethyl derivatives do undergo minor fragmentation possibly indicative of a Beckmann rearrangement, e.g., .