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The fragmentation of ionized alkyl phenyl ethers
Author(s) -
Blanchette Marcia C.,
Holmes John L.,
Lossing F. P.
Publication year - 1989
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.1210240826
Subject(s) - alkyl , chemistry , isomerization , fragmentation (computing) , ionization , olefin fiber , photochemistry , ion , molecule , electron ionization , medicinal chemistry , organic chemistry , catalysis , computer science , operating system
The energetics of olefin loss from ionized alkyl phenyl ethers have been determined by ionization and appearance energy measurements. It is concluded that the reaction is governed by one or more of three features: (i) the strength of the bond between the phenoxy radical and the alkyl ion; (ii) the ease of isomerization of the alkyl ions, chiefly by H‐shifts therein, and (iii) the strength of the CH bond (primary, secondary and tertiary) involved in the H transfer to oxygen which precedes the olefin loss. The possible participation in the reaction of distonic ions and proton bound radical‐molecule pairs is also discussed.