SOLID-STATE FORMATION OF QUINHYDRONES FROM THEIR COMPONENTS. USE OF SOLID-SOLID REACTIONS TO PREPARE COMPOUNDS NOT ACCESSIBLE FROM SOLUTION.

Article abstract of DOI:10.1021/ja00314a017

Selective molecular mobility provided by working with crystalline solids has been employed to prepare unsymmetrically substituted quinhydrones too unstable with respect to self-oxidation-reduction to be prepared by crystallization from solution. Reaction is carried out by grinding the solid components together with a mortar and pestle. Examination of the products with differential scanning calorimetry, X-ray powder photography, and Fourier transform infrared spectroscopy shows that the complexation reaction goes to completion under conditions in which no detectible redox reaction has occurred. The products are shown by X-ray powder photography to be formed in a microcrystalline state.