Reaction of 2,4-dinitrochlorobenzene with aromatic amines in toluene: Effect of nucleophile structure

• Autores: Alvaro, C.E.S.; Savini, M.C.; Nicotra, V.; Yankelevich, J.S.; Nudelman, N.S.
• Año de publicación: 2000
• Idioma: inglés
• Tipo de recurso: artículo
• Fuente: Molecules 2000;5(3):401-402
• Materia: 1 chloro 2,4 dinitrobenzene; aniline derivative; aromatic amine; toluene; adsorption kinetics; chemical reaction; chemical structure; conference paper; correlation coefficient; molecular interaction; reaction analysis; structure analysis; substitution reaction
• Institución: Universidad Nacional de Buenos Aires. Facultad de Ciencias Exactas y Naturales

The kinetics of the reaction of 2,4-dinitrochlorobenzene (DNClB) with aniline and substituted anilines such as p-anisidine, p-toluidine and N-methylaniline have been studied in toluene. Except for N-methylaniline the reactions have shown a third order in amine rate dependence which is consistent with aggregates of the amine acting as the nucleophile. On the other hand, the reaction of DNClB with N-methylaniline under the same conditions shows a linear dependence of the second order rate coefficient, kA, vs [amine], which is consistent with the previous mechanism.