Many carbonyl compounds exhibit keto–enol tautomerism. This effect is especially pronounced in 1,3-dicarbonyl compounds that can form hydrogen-bonded enols. The equilibrium constant is dependent upon the solvent polarity, with the cis-enol form predominating at low polarity and the diketo form predominating at high polarity. The intramolecular H-bond formed in the cis-enol form is more pronounced when there is no competition for intermolecular H-bonding with the solvent. As a result, solvents of low polarity that do not readily participate in H-bonding allow cis-enolic stabilization by intramolecular H-bonding.