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An FT-IR and DFT based new approach for the detection of tautomer proportions in solution

Author:: Karabulut, Sedat Namli, Hilmi
Journal:: JOURNAL OF MOLECULAR STRUCTURE
Issue Date:: 2012
Abstract(summary):: Tautomer proportions of acetylacetone (acac) in six different solvents are investigated with a new method by means of experimental absorptions (A) and theoretical absorption coefficients (e). The specific absorption bands (key bands) for keto and enol tautomers were obtained from recorded FT-IR spectra in related solution at room temperature. The molar absorption coefficients for key bands of both keto and enol tautomers were calculated, which is impossible to obtain with experimental methods for individual isomers in equilibrium. The Lambert-Beer equation is used to detect tautomer proportions. The obtained results are in consistence with literature. The most stable enol tautomer is found to be (86%) in CCI4 and the keto tautomer is found to be most stable in DMSO (48%). (C) 2012 Elsevier B.V. All rights reserved.
Page:: 151---155

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References

KATRITZKY, AR, LAGOWSKI, JM. PROTOTROPIC TAUTOMERISM OF HETEROAROMATIC COMPOUNDS .1. GENERAL DISCUSSION AND METHODS OF STUDY[J]. ADVANCES IN HETEROCYCLIC CHEMISTRY,1963:311---338.
Seckarova, P, Marek, R, Malinakova, K, Kolehmainen, E, Hockova, D, Hocek, M, Sklenar, V. Direct determination of tautomerism in purine derivatives by low-temperature NMR spectroscopy RID B-1408-2012 RID A-9665-2008 RID F-9118-2011[J]. TETRAHEDRON LETTERS,2004:6259---6263.
Raczynska, ED, Kosinska, W, Osmialowski, B, Gawinecki, R. Tautomeric equilibria in relation to Pi-electron delocalization RID H-2450-2011[J]. CHEMICAL REVIEWS,2005:3561---3612.
Claramunt, R. M., Lopez, C., Santa Maria, M. D., Sanz, D., Elguero, J.. The use of NMR spectroscopy to study tautomerism[J]. PROGRESS IN NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY,2006:169---206.
Coussan, S, Ferro, Y, Trivella, A, Rajzmann, M, Roubin, P, Wieczorek, R, Manca, C, Piecuch, P, Kowalski, K, Wloch, M, Kucharski, SA, Musial, M. Experimental and theoretical UV characterizations of acetylacetone and its isomers RID C-4435-2011[J]. JOURNAL OF PHYSICAL CHEMISTRY A,2006:3920---3926.
Chen, XB, Fang, WH, Phillips, DL. Theoretical studies of the photochemical dynamics of acetylacetone: Isomerzation, dissociation, and dehydration reactions RID D-3118-2009[J]. JOURNAL OF PHYSICAL CHEMISTRY A,2006:4434---4441.
Cornago, Pilar, Claramunt, Rosa M., Bouissane, Latifa, Alkorta, Ibon, Elguero, Jose. A study of the tautomerism of beta-dicarbonyl compounds with special emphasis on curcuminoids[J]. TETRAHEDRON,2008:8089---8094.
Milletti, Francesca, Vulpetti, Anna. null[J]. JOURNAL OF CHEMICAL INFORMATION AND MODELING,2010:1062---1074.
Lozada-Garcia, Rolando R., Ceponkus, Justinas, Chin, Wutharath, Chevalier, Michele, Crepin, Claudine. Acetylacetone in hydrogen solids: IR signatures of the enol and keto tautomers and UV induced tautomerization[J]. CHEMICAL PHYSICS LETTERS,2011:142---147.
KABACHNIK, MI, MASTRUKOVA, TA, SHIPOV, AE, MELENTYEVA, TA. THE APPLICATION OF THE HAMMETT EQUATION TO THE THEORY OF TAUTOMERIC EQUILIBRIUM - THIONE-THIOL EQUILIBRIUM, ACIDITY, AND STRUCTURE OF PHOSPHORUS THIO-ACIDS[J]. TETRAHEDRON,1960:10---28.

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An FT-IR and DFT based new approach for the detection of tautomer proportions in solution

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