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Dimer formation in methane chemical ionization mass spectrometry of organic functionalities, including 2‐azaadamantane derivatives
Author(s) -
Bezoari Massimo D.,
Kovacic Peter,
Gagneux André R.
Publication year - 1982
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.1210171007
Subject(s) - chemistry , dimer , dehydrohalogenation , chemical ionization , alkene , mass spectrum , mass spectrometry , ion , amide , amine gas treating , methane , steric effects , photochemistry , ionization , organic chemistry , chromatography , catalysis
The methane chemical ionization mass spectra of 1‐hydroxy‐2‐azaadamantane, its lactolactam, and 1‐chloro‐2‐azaadamantanes exhibit high intensity dimeric species. These correspond to [2M+H] + or stable fragments formed via gas phase chemical reactions, such as dehydration (aminol case) or dehydrohalogenation (chloroazaadamantanes). The tert ‐amino chloroazaadamantane forms a stable [2M+C 2 H 5 ] + ion with much higher intensity than the [2M+H] + ion. Similar dimeric species were observed with simple functionalities, including amide, amine, alcohol and alkene. Pressure, temperature and, apparently, steric effects play important roles. Structures are proposed for the various dimeric ions.