14293-70-0

orange moist powder and chunks

Is a reagent for oxidation of multiple phenols and anilines to quinones

Reagent for the oxidation of anilines and phenols to quinones. EPR standard.

It forms yellow needles (dimeric) which dissolve in H2O to give the violet monomeric free radical. It is purified by dissolving (~12g) in 2M KOH (600mL) at 45o, filtering the blue solution and keeping it in a refrigerator overnight. The golden yellow crystals (10g) are filtered off, washed with MeOH (3x), then Et2O and stored in a glass container in a vacuum over KOH. It is stable indefinitely when dry. [Cram & Reeves J Org Chem 80 3094 1958, Schenk Handbook of Preparative Inorganic Chemistry (Ed. Brauer) Academic Press Vol I p 505 1963.]