11difluoroethenol

11difluoroethenol is a chemical compound with the molecular formula C2H2F2O. It is a fluorinated enol, meaning it contains a carbon-carbon double bond and a hydroxyl group attached to one of the double-bonded carbons, with two fluorine atoms also bonded to the same carbon. This specific arrangement of atoms gives it unique chemical properties.

The compound exists as tautomers, primarily interconverting between the enol form and its keto isomer, 1,1-difluoroethanone (also known as 1,1-difluoroacetone). The equilibrium between these tautomers is influenced by factors such as solvent and temperature. Due to the presence of the highly electronegative fluorine atoms, 11difluoroethenol exhibits increased acidity compared to its non-fluorinated analog, ethenol.

11difluoroethenol can be synthesized through various methods, often involving the dehydrohalogenation or elimination reactions of suitable fluorinated precursors. Its reactivity is characteristic of both alkenes and enols, making it a potential building block in organic synthesis. It can participate in addition reactions across the double bond and reactions involving the hydroxyl group.

The study of fluorinated organic compounds like 11difluoroethenol is of interest in areas such as medicinal chemistry and materials science due to the profound impact fluorine substitution can have on molecular properties like lipophilicity, metabolic stability, and electronic characteristics.