التفاصيل البيبلوغرافية
| العنوان: |
Flash photolytic generation of two keto tautomers of 1-naphthol in aqueous solution: kinetics and equilibria of enolizationThis article is published as part of a themed issue in appreciation of the many important contributions made to the field of molecular photophysics by Jan Verhoeven.Electronic supplementary information (ESI) available: Tables of rate constants. See DOI: 10.1039/c0pp00034e |
| المؤلفون: |
Ivo Glynne Gut1, Lukas C. Scheibler2, Jakob Wirz3 |
| المصدر: |
Photochemical & Photobiological Sciences. Jul2010, Vol. 9 Issue 7, p901-907. 7p. |
| مصطلحات موضوعية: |
*FLASH photolysis, *TAUTOMERISM, *CHEMICAL kinetics, *CYCLOHEXANE, *SOLUTION (Chemistry), *THERMODYNAMIC cycles, *CHEMICAL equilibrium |
| مستخلص: |
Benzo[b]cyclohexa-2,4-dien-1-one (4) and benzo[b]cyclohexa-2,5-dien-1-one (5), the two most stable keto tautomers of 1-naphthol (1), were generated in aqueous solution by Norrish Type II fission of 4- and 2-phenacyl-1-tetralone, respectively, and the pH–rate profiles of their enolization were measured by flash photolysis. Several isotopic exchange rates of 1were measured in aqueous acid to determine the corresponding rate constants of ketonization. The resulting equilibrium constants for enolization are pKE(4) = −7.1 and pKE(5) = −6.2. The acidity constants of the carbon acids 4and 5, pKa(4) = 2.1 and pKa(5) = 3.0, were then obtained from a thermodynamic cycle using pKa(1) = 9.25. [ABSTRACT FROM AUTHOR] |
| قاعدة البيانات: |
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