Glycolaldehyde
chemical compound

Glycolaldehyde is the organic compound with the formula HOCH2−CHO. It is the smallest possible molecule that contains both an aldehyde group (−CH=O) and a hydroxyl group (−OH). It is a highly reactive molecule that occurs both in the biosphere and in the interstellar medium. It is normally supplied as a white solid. Although it conforms to the general formula for carbohydrates, Cn(H2O)n, it is not generally considered to be a saccharide.
Structure
Glycolaldehyde as a gas is a simple monomeric structure. As a solid and molten liquid, it exists as a dimer. Collins and George reported the equilibrium of glycolaldehyde in water by using NMR. In aqueous solution, it exists as a mixture of at least four species, which rapidly interconvert.
In acidic or basic solution, the compound undergoes reversible tautomerization to form 1,2-dihydroxyethene.
It is the only possible diose, a 2-carbon monosaccharide, although a diose is not strictly a saccharide. While not a true sugar, it is the simplest sugar-related molecule.
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