2-Chloro-1,4-benzoquinone

609-66-5

695-99-8

GENERAL METHOD: Diacetoxyiodobenzene (5 mmol, 1.61 g) and NaHSO4-H2O (1 mmol, 0.138 g) were stirred in an aqueous acetonitrile solution (5 mL of water and 5 mL of acetonitrile) for 10-15 minutes at room temperature. To this reaction mixture, 2-chlorobenzamide (1 mmol) was added and stirring was continued until the reaction was complete (monitored by TLC). Upon completion of the reaction, the reaction mixture was quenched with ice water and subsequently extracted with chloroform (3 x 10 mL). The chloroform layers were combined, washed with water (3 x 20 mL), dried with anhydrous Na2SO4 and concentrated on a rotary evaporator to give the crude product. The crude product was further purified by silica gel column chromatography using ethyl acetate: hexane (1:9, v/v) as eluent to give pure 2-chloro-1,4-benzoquinone.