Ascorbic acid (Vitamin C) is a diprotic acid with two pKa values; pKa1 = 4.2 and pKa2 = 11.6. The two acidic groups are the two -OH groups, indicated by arrows in the structure. If we let AH2 represent ascorbic acid, its successive ionized species can be abbreviated by −AH and A2−.
Draw the structure of −AH and its two resonance structures. Draw the curved arrow notation to convert each structure to the next. (Hint: In one structure, charge is delocalized into the C=O group.)
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