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Mass spectrometry in structural and stereochemical problems. CCXXXVII—Electron‐impact‐induced hydrogen losses and migrations in some aromatic amides
Author(s) -
Duffield A. M.,
DeMartino G.,
Djerassi Carl
Publication year - 1974
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.1210090118
Subject(s) - fragmentation (computing) , chemistry , electron ionization , deuterium , rationalization (economics) , mass spectrum , mass spectrometry , ion , hydrogen , hydrogen atom , computational chemistry , organic chemistry , chromatography , alkyl , atomic physics , computer science , ionization , operating system , philosophy , physics , epistemology
The mass spectra of a series of benzamides and naphthamides have been investigated with respect to their propensity to lose an aromatic hydrogen atom from their molecular ions. Deuterium labeling and a study of model compounds have led to a plausible mechanistic rationalization for the formation of the [M — 1] ions. The other principal fragmentation processes observed with these compounds are discussed, including the specificity of a previously uninvestigated rearrangement process.