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Substituent effects on the mass spectrometric fragmentations of 4‐aryl‐3,3‐dichlorooxetan‐2‐ones
Author(s) -
Krabbenhoft Herman O.
Publication year - 1978
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570150719
Subject(s) - chemistry , substituent , fragmentation (computing) , aryl , cleavage (geology) , benzaldehyde , electron ionization , radical , medicinal chemistry , photochemistry , organic chemistry , catalysis , ion , ionization , alkyl , geotechnical engineering , fracture (geology) , computer science , engineering , operating system
The electron impact mass spectrometric fragmentation pathways for a series of 4‐aryl‐3,3‐di‐chlorooxetan‐2‐ones were investigated. It was found that cleavage to radical cations of dichloroketene and/or the substituted benzaldehyde is preferred by a large measure to cleavage to radical cations of carbon dioxide and/or the substituted β,β ‐dichlorostrene. Furthermore, it was demonstrated that the nature of the substituent has a significant influence on the localization of charge in the preferred direction of cleavage.