Abstract
A series of simple α-oxo acids (RCOCOOH, R=H, CH3, CH3CH2, CF3) were deprotonated by negative electrospray ionisation and subjected to collision-induced dissociation and mass spectrometric analysis. Decarboxylation is the major process, observed for all four carboxylates. In addition, glyoxylate (R=H) and trifluoropyruvate (R=CF3) undergo efficient decarbonylation. Pyruvate (R=CH3) and 2-oxobutyrate (R=CH3CH2) also lose CO, but to a minor extent. The mechanistic and kinetic details of these processes have been investigated, supported by quantum chemical and RRKM modelling. The observed reactivity trends are in good agreement with conventional structure/reactivity relationships.
Published Version
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