Bis(2,2′-bipyridyl)copper(II) Permanganate

[86609-17-8] C20H16CuMn2N4O8 (MW 613.79) InChI = 1S/2C10H8N2.Cu.2Mn.8O/c2*1-3-7-11-9(5-1)10-6-2-4-8-12-10;;;;;;;;;;;/h2*1-8H;;;;;;;;;;;/q;;+2;;;;;;;;;2*-1 InChIKey = MFJBERCSDXBHFL-UHFFFAOYSA-N (oxidant, used for the oxidation of thiols to disulfides,1 benzylic alcohols to carbonyl compounds,2 aromatic amines to azo compounds,2 benzylamine and oximes to the corresponding carbonyl compounds2) Alternate Name: bis(2,2-bipyridine-N,N′)copper(2+) permanganate. Physical Data: purple solid; decomposes at 105–110 °C.2 Solubility: sol water, acetone, and methylene chloride.2 Analysis of Reagent Purity: λmax (log e) (H2O): 290 nm (4.50), 296 (4.59), 306 (4.58), 458, (3.23), 474 (3.28), 491 (3.38), 510 (3.49), 529 (3.57), 552 (3.54), 576 (3.35). Preparative Method: Potassium Permanganate (0.01 mol) dissolved in a minimum of water is added to bis(2,2′-bipyridyl)copper(II) chloride (0.02 mol) in water (25 mL). On cooling a purple precipitate is collected and air dried.2 The yield is 95%. Handling, Storage, and Precautions: oxidant, store in a glass vessel at or below rt. The reagent should be filtered and dried on a filter paper, not on a sintered glass funnel. It should be transferred with nonmetallic spatulas; if metallic spatulas are used the reagent may burst into flame.1