119031-50-4Relevant academic research and scientific papers
EFFECT OF INTRAMOLECULAR HYDROGEN BONDS ON TAUTOMERIC EQUILIBRIUM OF ETHYL BENZOYLACETATES BY PMR SPECTROSCOPY
Zheglova, D. Kh.,Aleksiev, A. A.,Kmetska, G. G.,Petrov, G. N.,Kol'tsov, A. I.
, p. 1641 - 1643 (2007/10/02)
The PMR spectra of solutions of ethyl o-hydroxybenzoylacetate, p-hydroxybenzoylacetate, and o-methoxybenzoylacetate in tetrachloromethane and deuterated chloroform, acetone, acetonitrile, and dimethylformamide were investigated.Ethyl o-hydroxybenzoylacetate is only observed in the ketone form in all the solvents.The tautomeric composition of ethyl p-hydroxybenzoylacetate and o-methoxybenzoylacetate was determined.The intramolecular hydrogen bond between the phenolic hydroxyl group and the benzoylcarbonyl group hinders enolization of the latter.
