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Labelling studies of hydrogen rearrangements in the chemical ionization mass spectra of cyclohexanone and its derivatives
Author(s) -
Diakiw Vladimir,
Goldsack Robert J.,
Shan James S.,
Lacey Michael J.
Publication year - 1978
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.1210130807
Subject(s) - cyclohexanone , chemistry , protonation , labelling , deuterium , ion , alkene , mass spectrum , hydrogen , chemical ionization , photochemistry , cleavage (geology) , ionization , medicinal chemistry , computational chemistry , organic chemistry , catalysis , materials science , biochemistry , physics , quantum mechanics , fracture (geology) , composite material
Deuterium labelling studies indicate that loss of water from the protonated molecular ion of cyclohexanone involves competitive site‐specific eliminations. Loss of alcohol from the protonated molecular ions of 4‐alkoxycyclohexanones involves competition between a direct cleavage, a 1,3‐hydrogen rearrangement and consecutive losses of alkene and water.
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