Reductone

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A reductone is a special class of organic compounds. They are enediols with a carbonyl group adjacent to the enediol group, i.e. RC(OH)=C(OH)-C(O)R. The enediol structure is stabilized by the resonance resulting from the tautomerism with the adjacent carbonyl. Therefore, the chemical equilibrium produces mainly the enediol form rather than the keto form. [1]

Reductones are reducing agents, thus efficacious antioxidants. Some are fairly strong acids. [2] Examples of reductones are tartronaldehyde, reductic acid and ascorbic acid.

Examples of reductones
Tartronaldehyde.svg Reductic acid.svg L-Ascorbic acid.svg
Tartronaldehyde   Reductic acid   Ascorbic acid
(Vitamin C)

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References

  1. Schank, Kurt (1972). "Reductones". Synthesis. 1972 (4): 176–90. doi:10.1055/s-1972-21845.
  2. IUPAC , Compendium of Chemical Terminology , 2nd ed. (the "Gold Book") (1997). Online corrected version: (2006) " reductones ". doi : 10.1351/goldbook.R05224