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( Ascorbic acid) 190-192&_160;°C, 463-465&_160;K, 374-378&_160;°F (decomposes)

Ascorbic acid, the formula of which is C6H8O6, behaves as a vinylogous carboxylic acid, wherein the double bond ("vinyl") transmits electron pairs between the hydroxyl and the carbonyl. There are two resonance structures for the deprotonated form, differing in the position of the double bond.

Another way to look at ascorbic acid is to consider it as an enol. The deprotonated form is an enolate, which is usually strongly basic. However, the adjacent double bond stabilizes the deprotonated form.

Ascorbic acid also rapidly interconverts into two unstable diketone tautomers by proton transfer, although it is the most stable in the enol form. The proton of the enol is lost, and reacquired by electrons from the double bond, to produce a diketone. This is an enol reaction. There are two possible forms 1,2-diketone and 1,3-diketone.

Ascorbic acid Subcategories

Ascorbic acid Articles

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