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• W2040209229 startingPage "10373" @default.
• W2040209229 abstract "Acetylacetone (2,4-pentanedione, 1) is a molecule whose tautomeric forms are in dynamic equilibrium. Concentrated salt solutions in nonaqueous solvents exert a remarkable influence on the keto-enol ratio of this beta-diketone. The keto content of 1 increases from 5% in pure diethyl ether to 84.5% in a 4.14 M lithium perchlorate-diethyl ether (LPDE) solution, a nearly 17-fold increase. The equilibrium expression, K = [keto]/[enol] = k(f)/k(r), exhibits a linear dependence on [LiClO(4)], with the formal order of participation of lithium ion in the equilibrium being 1.0. A kinetic analysis reveals that k(f) is independent of LPDE concentration, whereas k(r) displays an inverse dependence on salt concentration, indicating preferential coordination of the keto tautomer with Li(+). Although 1 exits as the enol in water only to the extent of 16%, the addition of lithium perchlorate further reduces this figure. In an aqueous 4.02 M LiClO(4) solution, acetylacetone enol accounts for only 4.6% of the total amount of 2,4-pentanedione present. It has also been found that acetylacetone itself is an excellent solvent for LiClO(4) as well as for NaClO(4) with solutions containing up to 7.5 M LiClO(4) attainable. The enol content of 1 decreases dramatically from 81% to 7.4% on going from the neat liquid to a solution of 6.39 M LiClO(4) in acetylacetone." @default.
• W2040209229 created "2016-06-24" @default.
• W2040209229 creator A5071613209 @default.
• W2040209229 creator A5080940384 @default.
• W2040209229 date "2002-08-10" @default.
• W2040209229 modified "2023-09-23" @default.
• W2040209229 title "Modulation of Tautomeric Equilibria by Ionic Clusters. Acetylacetone in Solutions of Lithium Perchlorate−Diethyl Ether" @default.
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• W2040209229 doi "https://doi.org/10.1021/ja012725o" @default.
• W2040209229 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/12197740" @default.
• W2040209229 hasPublicationYear "2002" @default.
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