Structures and pesticidal activities of derivatives of dinitrophenols. Part VII. Formation of 3,3′,5,5′-tetra-t-butyl-4,4′-diphenoquinone from potassium 2,6-di-t-butyl-4-nitrophenoxide and chloroformates

Abstract

3,3′,5,5′-Tetra-t-butyl-4,4′-diphenoquinone (III) results from the reaction of potassium, but not pyridinium, 2,6-di-t-butyl-4-nitrophenoxide and chloroformates. Yields of 45–50% of (III) were obtained with aliphatic chloroformates; the yields were lower with chloro-thioloformates and ethylene bischloroformates and with chlorides of conjugated acids; toluene-p-sulphonyl chloride yields 19·3% of (III).