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Spectroscopic Studies of Keto–enol Equilibria: Part 1. Solvent Effects

Year: 1962
Type: article
Abstract: Solvent effects on the keto–enol equilibria of ethyl acetoacetate, acetylacetone, ethyl cyclopentanone-2-carboxylate, and methyl 4-methylcyclopentane-1-,2-dione-3,4,5-tricarboxylate have been studied by ultraviolet spectroscopy. The extent of enolization is mainly determined by the stabilization of the keto form by local association with polar or proton-donating solvent molecules, just as in the case of n → π* transitions and infrared stretching frequencies. Solvent effects on infrared spectra reveal useful information regarding the characteristic frequencies of the tautomers.
Language: English
Field: Chemistry
Open Access status: bronze
OpenAlex ID: W1998965632
FWCI: 0.426
Cites:
Cited by: 45
Related to: 10