Metyrapone (2-methyl-1,2-di-3-pyridyl-1-propanone) undergoes alpha-cle
avage upon irradiation in the solid state. The reaction occurs at the
crystal surface, and the radicals formed in part recombine to give dip
yridylketones, and in part add oxygen to give nicotinic acid and 3-(1-
hydroxymethylethyl)pyridine. The crystals partially melt and the react
ion continues until complete decomposition of the starting material.