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Fragmentation and rearrangement reactions in certain 1,2,3‐triaryl‐2‐propen‐1‐ones following electron impact and chemical ionization
Author(s) -
Madhusudanan K. P.,
Mittal Shubhra,
Durani S.,
Kapil R. S.
Publication year - 1985
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.1210200310
Subject(s) - electron ionization , fragmentation (computing) , aryl , chemistry , metastability , deuterium , carbonium ion , ionization , ion , molecule , mass spectrum , chemical ionization , polyatomic ion , mass spectrometry , medicinal chemistry , photochemistry , computational chemistry , stereochemistry , atomic physics , organic chemistry , physics , alkyl , chromatography , computer science , operating system
The electron impact (EI) and chemical ionization (CI) mass spectra of certain 1,2,3‐triaryl‐2‐propen‐1‐ones (TAPs) have been studied in detail with the help of exact mass measurements, deuterium labelling and metastable data. The E ‐ and Z ‐isomeric pairs do not show any difference in their behaviour under EI or CH 4 CI conditions. EI‐induced rearangement reactions in the TAPs include aryl migration to carbonium ion centres. A study of the metastable transitions reveals aryl group interchange in the molecular ions prior to fragmentation. Under EI conditions loss of arene involves either C(2) or C(3) aryl groups while under CI conditions the C(1) aryl is lost as a neutral arene molecule. Mechanisms for the different fragmentation modes are given.