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Competing ring cleavages in substituted 4‐arylcyclohexanols and their methyl ethers under electron impact
Author(s) -
Sharvit Joseph,
Mandelbaum Asher
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.1210130912
Subject(s) - chemistry , aryl , cleavage (geology) , ring (chemistry) , ion , mass spectrum , medicinal chemistry , electron ionization , oxygen , stereochemistry , organic chemistry , materials science , alkyl , ionization , fracture (geology) , composite material
Ring cleavage α to the oxygen function leads to [C 3 H 5 O] + and [C 4 H 7 O] + ions in the mass spectra of 4‐arylcyclohexanols and their methyl ethers, respectively. Cleavage α to the aryl group gives rise to [C 3 H 7 O] + (from the alcohols), [C 4 H 9 O] + (from the ethers) and [ArC 3 H 4 ] + (from both) ions. The competition between the two ring cleavages explains the effect of the substituents of the aryl groups on the relative abundances of the resulting ions.