Synthesis and crystallographic characterization of NO2-C6H4-I(NTf2)2 (NTf2 = bistriflimide) is reported. Experimental results find that this compound can perform oxidation reactions that ArI(OTf)2 is unable to and theoretical analysis indicates Ar-I(NTf2)2 is the most oxidizing in the ArIL2 class of compounds known and may also be the most oxidizing compound in the class practically possible.