The amount of substitution of the chlorine atoms of 2, 4-dichloronitrobenzene-4-Cl36 by piperidine in benzene and methanol has been determined by a radiochemical method. The results have been compared with the reactions of o- and p-chloronitrobenzene with piperidine in the same solvents and in ethanol. It is concluded that while the change from benzene to methanol lowers the over-all rate of substitution, it enhances selectively the reactivity of the chlorine atom para to the nitro group. Reaction kinetics are tentatively explained and Arrhenius parameters presented. © 1962, American Chemical Society. All rights reserved.
Documento: | Artículo |
Título: | The ortho: Para Ratio in the Activation of the Nucleophilic Aromatic Substitution by the Nitro Group |
Autor: | Greizerstein, W.; Brieux, J.A. |
Filiación: | Laboratorio de Quimica Organica, Facultad de Ciencias Exactas y Naturales, Universidad Nacional de Buenos Aires, Buenos Aires, Argentina |
Año: | 1962 |
Volumen: | 84 |
Número: | 6 |
Página de inicio: | 1032 |
Página de fin: | 1036 |
DOI: | http://dx.doi.org/10.1021/ja00865a032 |
Título revista: | Journal of the American Chemical Society |
Título revista abreviado: | J. Am. Chem. Soc. |
ISSN: | 00027863 |
Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00027863_v84_n6_p1032_Greizerstein |