Chemistry of ascorbic acid organic acids as an alcohol forming esters such as ascorbyl palmitate and ascorbyl stearate. Nucleophilic attack of ascorbic acid on a proton results in a 1,3-diketone: The ascorbate ion is the predominant species at typical biological pH values. It is a mild reducing agent and antioxidant. It is oxidized with loss of one electron to form a radical cation and then with loss of a second electron to form dehydroascorbic acid. It typically reacts with oxidants of the reactive oxygen species, such as the hydroxyl radical. Ascorbic acid is special because it can transfer a single electron, owing to the
Chemistry of ascorbic acid catalytically hydrogenated to sorbitol, which is then oxidized by the microorganism "Acetobacter suboxydans" to sorbose. Only one of the six hydroxy groups is oxidized by this enzymatic reaction. From this point, two routes are available. Treatment of the product with acetone in the presence of an acid catalyst converts four of the remaining hydroxyl groups to acetals. The unprotected hydroxyl group is oxidized to the carboxylic acid by reaction with the catalytic oxidant TEMPO (regenerated by sodium hypochlorite — bleaching solution). Historically, industrial preparation via the Reichstein process used potassium permanganate as the bleaching solution. Acid-catalyzed hydrolysis of this product