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Water loss from molecular protonated ions of benzyl 2‐phenylethyl ether and derivatives
Author(s) -
Kingston Eric E.,
Shan James S.,
Lacey Michael J.
Publication year - 1987
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.1210220108
Subject(s) - chemistry , ether , protonation , ion , mass spectrum , aromaticity , medicinal chemistry , photochemistry , computational chemistry , molecule , organic chemistry
The skeletal rearrangement for water loss is the dominant ion reaction in the chemical ionization mass spectrum of benzyl 2‐phenylethyl ether. Isotopic distributions obtained for this reaction with specifically labelled derivatives have been interpreted in terms of competing five‐ and six‐centred skeletal rearrangements. Chemical substitution of the alternative aromatic rings strongly influences the balance of the competition.