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The m / z 91 rearrangement ion in the mass spectra of some 1,4‐benzodiazepines
Author(s) -
Vane Floie M.,
Benz Wolfgang
Publication year - 1979
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.1210140502
Subject(s) - mass spectrum , substituent , ring (chemistry) , chemistry , ion , alkyl , benzodiazepine , spectral line , medicinal chemistry , stereochemistry , organic chemistry , physics , biochemistry , receptor , astronomy
With the aid of isotope labeling and by substituent shifts, the relatively strong m/z 91 ion in the mass spectra of 7‐chloro‐2‐methoxy‐5‐phenyl‐3 H ‐1,4‐benzodiazepine and related compounds was shown to contain the 5‐phenyl ring and the 3‐CH 2 group. Mechanisms involving the opening of the 7‐membered ring and the migration of the phenyl ring from C‐5 to C‐3 are postulated for the formation of this ion. This rearrangement ion was also observed in the mass spectra of some 1‐alkyl‐7‐chloro‐1,3‐dhydro‐5‐phenyl‐2 H ‐1,4‐benzodiazepin‐2‐ones.