Gas phase positive ion-molecule reactions of six fluorinated acetones (monofluoroacetone, 1,3-difluoroacetone, 1,1,1-trifluoroacetone, 1,1,3,3-tetrafluoroacetone, pentafluoroacetone and hexafluoroacetone) have been examined by ion cyclotron resonance spectroscopy. Among the reaction types observed are proton transfer, hydride abstraction, fluoride abstraction, fluorosubstituted methyl cation transfer and complex rearrangement. Unlike the gas phase ion chemistry of typical organic molecules production of the protonated molecule represents a significant process only in 1,3-difluoroacetone and 1,1,3,3,-tetrafluoroacetone. In monofluoroacetone and 1,1,1-trifluoroacetone the stability of the acetyl ion causes this species to be the dominant ion at all times. Complex rearrangement reactions are prominent in 1,1,3,3,-tetrafluoroacetone and pentafluoroacetone. The absence of protons in hexafluoroacetone makes the ion chemistry of this species very simple. Gas phase proton affinities of the six fluoroacetones have also been measured and interpreted in terms of a constant, cumulative inductive effect of fluorine substituents on the carbonyl basicity.