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PART I: EXAMINATION OF SELECTED BENZENE RADICAL CATIONS BY MASS SPECTROMETRY. PART II: EXAMINATION OF CYCLIC VS. RING-OPENED IONS BY MASS SPECTROMETRY/MASS SPECTROMETRY
Abstract
Part I. Several aspects of the gas phase chemistry of C(,6)H(,6) isomers are discussed. We employ gas phase low-energy ion-molecule reactions with selected reagent neutrals to examine the chemical and physical properties of the benzvalene radical cation. The structure of the benzvalene radical cation is also examined by collision induced dissociation and comparison made to other ionized C(,6)H(,6) radical cations. The gas phase ion chemistry of ionized benzene with various neutral alkyl iodides is examined by low energy ion-molecule reactions and by mass spectrometry/mass spectrometry. The nature of specific reaction products (C(,9)H(,13)('+) and C(,10)H(,15)('+)) is discussed in detail as well as the nature of the intact reaction intermediates. Also described are results comparing gas phase electrophilic aromatic substitution to its solution counterpart. Evidence is presented that a smooth mechanistic continuum exists between the two phases. Part II. We use low energy ion-molecule reactions, collision induced dissociation, and charge stripping to examine cyclic vs. ring-opened ions to determine if it is possible to differentiate cyclic vs. acyclic isomeric species. We also draw conclusions as to the utility of the above methods for determining the extent of ring-opening if it appears to occur. Specific systems examined include the C(,5)H(,10) isomers as well as the C(,3)H(,6) isomers. Evidence is also presented for the formation and detection of the trimethylene radical cation from cyclopropene.
Subject Area
Analytical chemistry
Recommended Citation
MILLER, DAVID LYNN, "PART I: EXAMINATION OF SELECTED BENZENE RADICAL CATIONS BY MASS SPECTROMETRY. PART II: EXAMINATION OF CYCLIC VS. RING-OPENED IONS BY MASS SPECTROMETRY/MASS SPECTROMETRY" (1983). ETD collection for University of Nebraska-Lincoln. AAI8314909.
https://digitalcommons.unl.edu/dissertations/AAI8314909