The kinetics of reactions of the trifluoromethyl radical (CF 3 ) with several simple cations (Ar + , Xe + , O 2 + , NO + , CO 2 + , C 2 F 5 + ) are studied via the variable electron and neutral density attachment mass spectrometry (VENDAMS) technique. CF 3 is produced via dissociative electron attachment to CF 3 I, resulting in radical concentrations that are smaller than produced using pyrolysis methods, but better quantified. Rate constants and product branching fractions are reported, with typical uncertainties of ∼ 30%. Three of the reactions, Ar + , O 2 + , and C 2 F 5 + proceed near the calculated collisional rate constant, while the other reactions are between 10% – 30% efficient. The inefficiency of the reactions of Xe + and CO 2 + can be explained by the reactions strictly obeying spin-conservation. The reaction of Ar + yields predominantly (90%) CF 2 + via dissociative charge transfer, with a minor channel to CF 3 + . The reaction of C 2 F 5 + yields predominantly CF 3 + with a second channel (∼ 25%) yielding C 2 F 4 + and CF 4 , the only example here of a bond-breaking and bond-making reaction. For the other four reactions, only charge transfer to yield CF 3 + is observed. Rate constants for these same ions with CF 3 I are also reported and found to be rapid with a variety of products formed.