Mass-Spectrometric Study on Ion-Molecule Reactions of CH5+, C2H5+, and C3H5+ with Benzoic Acid and Benzoates

The gas-phase ion-molecule reactions of CH5+, C2H5+, and C3H5+ with PhCOOX = M (X = H, CH3, C2H5, and Ph) have been studied under a reactant-ion selective chemical ionization mode of an ion-trap type of GC/MS. The major product channel is non-dissociative proton transfer leading to (M+H)+ in most cases. Dissociative proton transfer leading to (M+H-CO2)+ and/or (M+H-XOH)+ competes with the above channels. In the C3H5+/PhCOOX (X = H, CH3, and C2H5) reactions, initial (M+C3H5)+ adduct ions and/or their decomposition products are found. The reaction mechanism is discussed based on the reaction-time dependence of product-ion distributions and semi-empirical calculations of the energies of intermediates and products.

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