Abstract
The reactions of trifluoromethyl radicals with pyrene, phenanthrene, crotonic acid, and 2-propanol (2-PrOH) in the ionic liquid methyltributylammonium bis(trifluoromethylsulfonyl)imide (R4NNTf2) are studied by pulse radiolysis. Radiolysis of R4NNTf2 leads to formation of solvated electrons and organic radicals, including •CF3. The solvated electrons do not react rapidly with the solvent and are reacted with CF3Br to produce additional •CF3 radicals. The rate constants for addition of •CF3 radicals to pyrene and phenanthrene are determined to be (1.1 ± 0.1) × 107 L mol-1 s-1 and (2.6 ± 0.4) × 106 L mol-1 s-1, respectively. By competition kinetics, the rate constant for reaction of •CF3 radicals with crotonic acid is determined to be (2.7 ± 0.4) × 106 L mol-1 s-1, and the reaction is predominantly addition to the double bond. Competition kinetics with 2-PrOH in the absence of CF3Br gives a rate constant of (4 ± 1) × 104 L mol-1 s-1 for H-abstraction from 2-PrOH, but in the presence of CF3Br, the rate consta...
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