[Bis(trifluoroacetoxy)iodo]benzene

591-50-4

76-05-1

2712-78-9

Under an argon atmosphere (protected with an argon balloon), iodobenzene (28 mL, 250 mmol) was added to the reaction vessel, followed by trifluoroacetic acid (TFA, 100 mL) and chloroform (CHCl3, 240 mL). Oxone (116 g, 377 mmol, 1.5 eq.) was added slowly under vigorous stirring conditions. Immediately after the addition, the reaction mixture was cooled in an ice bath for 30 min due to the exothermic nature of the reaction. After removal of the ice bath, the reaction mixture was stirred continuously at room temperature for 48 hours. Upon completion of the reaction, the solid was suspended in chloroform and separated by filtration. The filtrate was concentrated to dryness under reduced pressure to afford [bis(trifluoroacetoxy)iodo]benzene as an off-white solid (89.3 g, 208 mmol, 83% yield). The product was characterized by 1H NMR (300 MHz, chloroform-d): δ 8.20 (d, J = 7.8 Hz, 2H), 7.74 (t, J = 7.4 Hz, 1H), 7.62 (t, J = 7.8 Hz, 2H).