Chemistry of ascorbic acid Haworth and Szent-Györgyi, respectively. Ascorbic acid is a vinylogous carboxylic acid and forms the ascorbate anion when deprotonated on one of the hydroxyls. This property is characteristic of reductones: enediols with a carbonyl group adjacent to the enediol group, namely with the group –C(OH)=C(OH)–C(=O)–. The ascorbate anion is stabilized by electron delocalization that results from resonance between two forms: For this reason, ascorbic acid is much more acidic than would be expected if the compound contained only isolated hydroxyl groups. The ascorbate anion forms salts, such as sodium ascorbate, calcium ascorbate, and potassium ascorbate. Ascorbic acid can also react with
Vitamin C had proven this, but published the result without giving Szent-Györgyi credit for it. This led to a bitter dispute over priority. In 1933, Walter Norman Haworth chemically identified the vitamin as -hexuronic acid, proving this by synthesis in 1933. Haworth and Szent-Györgyi proposed that L-hexuronic acid be named a-scorbic acid, and chemically -ascorbic acid, in honor of its activity against scurvy. The term's etymology is from Latin, "a-" meaning away, or off from, while -scorbic is from Medieval Latin "scorbuticus" (pertaining to scurvy), cognate with Old Norse "skyrbjugr", French "scorbut", Dutch "scheurbuik" and Low German "scharbock". Partly for this discovery,