Year 2005, Month 12 (Section Full Articles, Page 2813)
Kinetics of hydrolysis of five-membered C-nitroheterocycles: pyrazole,
imidazole, 1,2,4-triazole, and isoxazole derivatives
L. A. Trukhacheva (a), V. I. Levina (b), N. B. Grigor´ev (b), A. P. Arzamastsev (a),
I. L. Dalinger (c), I. A. Vatsadze (c), G. P. Popova (c), S. A. Shevelev (c), and
V. G. Granik (b)
Alkaline hydrolysis of mono- and dinitro derivatives of five-membered heterocycles, viz., pyrazole, imidazole, 1,2,4-triazole, and isoxazole, is accompanied by the elimination of the nitro group in the form of a nitrite anion. The hydrolysis kinetics was studied by the polarographic and photometric methods. The experimentally determined hydrolysis rate constants depend on the nature of the heterocycle. A possible mechanism for hydrolytic transformations of the compounds under study was proposed on the basis of the calculated thermodynamic parameters of the reaction (∆G, ∆H, ∆S).
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