Mahdhaoui, Faouzi published the artcileSNAr reactions of substituted pyridines with secondary amines in aqueous solution: Kinetic and reactivity indices in density functional theory, Product Details of C9H11N3O3, the main research area is nitropyridine cyclic amine nucleophilic aromatic substitution kinetics mechanism.
A kinetic study is reported for the reactions of 2-methoxy-3-nitropyridine 1a and 2-methoxy-5-nitropyridine 1b with three secondary amines 2a-c (morpholine, piperidine, and pyrrolidine) in aqueous solution at 20°C. The Bronsted-type plots are linear with βnuc = 0.52 and 0.55 for pyridines 1a and 1b, resp., indicating that the reaction proceeds through a SNAr mechanism in which the first step is the rate-determining step. Addnl. theor. calculations using the DFT/B3LYP method confirm that the C-2 carbon being the most electrophilic center for the both pyridines 1a and 1b. The second-order rate constants have been used to evaluate the electrophilicity parameters E of 1a and 1b according to the linear free energy relationship log k (20°C) = sN (N + E). The E parameters thus derived are compared with the electrophilic reactivities of a large variety of anisoles. The validity of these E values has been satisfactorily verified by comparison of calculated and exptl. second-order rate constants for the reactions of pyridines 1a and 1b with anion of Et benzylacetate.
International Journal of Chemical Kinetics published new progress about Atomic charge. 26820-62-2 belongs to class pyridine-derivatives, name is 4-(5-Nitropyridin-2-yl)morpholine, and the molecular formula is C9H11N3O3, Product Details of C9H11N3O3.