Publication: Gas-Phase Fragmentation of Protonated Benzodiazepines

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Title	Gas-Phase Fragmentation of Protonated Benzodiazepines
Authors/Editors*	Antonella Risoli, Joey B.Y. Cheng, Udo H. Verkerk, Junfang Zhao, Gaetano Ragno, Alan C. Hopkinson, K.W. Michael Siu
Where published*	Rapid Communications in Mass Spectrometry
How published*	Journal
Year*	2007
Volume	21
Number	14
Pages	2273
Publisher
Keywords
Link	http://www3.interscience.wiley.com/cgi-bin/fulltext/114279619/HTMLSTART
Abstract	Protonated 1,4-benzodiazepines dissociate in the gas phase by the common pathway of CO elimination and by unique pathways dictated by the substituents; the latter typically differentiate one benzodiazepine from another. Protonated 3-dihydro-5-phenyl-1,4-benzodiazepin-2-one, the base diazepam devoid of substituents, dissociates by eliminating CO, HNCO, benzene, and benzonitrile. Mechanisms of these reactions are proposed with ionic products being resonance stabilized. The abundant [MH â CO]+ ion dissociates to secondary products via elimination of benzene, benzonitrile, the NH2 radical, and ammonia, yielding again ionic products that are stabilized by resonance.