Artículo
Porto, A.M.; Altieri, L.; Castro, A.J.; Brieux, J.A. "Polar and steric effects of substituents in aromatic nucleophilic substitution. Reactions of 4-, 5-, and 6-substituted 1-chloro-2-nitrobenzenes with sodium thiophenoxide in methanol" (1966) Journal of the Chemical Society B: Physical Organic:963-972
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Abstract:
The kinetics of the reactions of 4-, 5-, and 6-substituted 1-chloro-2-nitrobenzenes with sodium thiophenoxide in methanol have been determined, and the thermodynamic parameters, energy and entropy of activation, calculated. For the 5-substituted series a plot of log k against σ-values gave a ρ-value + 5·15. The σ4-Subst values corresponding to this reaction have been estimated by regression. For the 6-substituted-series a plot of log k6-Subst against σ4-Subst parameters gave a ρ-value + 3.46 showing that the polar influence of an ortho-substitutent predominates over its steric effects.
Registro:
| Documento: | Artículo |
| Título: | Polar and steric effects of substituents in aromatic nucleophilic substitution. Reactions of 4-, 5-, and 6-substituted 1-chloro-2-nitrobenzenes with sodium thiophenoxide in methanol |
| Autor: | Porto, A.M.; Altieri, L.; Castro, A.J.; Brieux, J.A. |
| Filiación: | Laboratorio de Química Orgánica, Facultad de Ciencias Exactas, Universidad de Buenos Aires, Peru 222 Buenos Aires, Argentina |
| Año: | 1966 |
| Página de inicio: | 963 |
| Página de fin: | 972 |
| DOI: | http://dx.doi.org/10.1039/J29660000963 |
| Título revista: | Journal of the Chemical Society B: Physical Organic |
| ISSN: | 00456470 |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00456470_v_n_p963_Porto |
Citas:
---------- APA ----------
Porto, A.M., Altieri, L., Castro, A.J. & Brieux, J.A. (1966) . Polar and steric effects of substituents in aromatic nucleophilic substitution. Reactions of 4-, 5-, and 6-substituted 1-chloro-2-nitrobenzenes with sodium thiophenoxide in methanol. Journal of the Chemical Society B: Physical Organic, 963-972.http://dx.doi.org/10.1039/J29660000963
---------- CHICAGO ----------
Porto, A.M., Altieri, L., Castro, A.J., Brieux, J.A. "Polar and steric effects of substituents in aromatic nucleophilic substitution. Reactions of 4-, 5-, and 6-substituted 1-chloro-2-nitrobenzenes with sodium thiophenoxide in methanol" . Journal of the Chemical Society B: Physical Organic (1966) : 963-972.http://dx.doi.org/10.1039/J29660000963
---------- MLA ----------
Porto, A.M., Altieri, L., Castro, A.J., Brieux, J.A. "Polar and steric effects of substituents in aromatic nucleophilic substitution. Reactions of 4-, 5-, and 6-substituted 1-chloro-2-nitrobenzenes with sodium thiophenoxide in methanol" . Journal of the Chemical Society B: Physical Organic, 1966, pp. 963-972.http://dx.doi.org/10.1039/J29660000963
---------- VANCOUVER ----------
Porto, A.M., Altieri, L., Castro, A.J., Brieux, J.A. Polar and steric effects of substituents in aromatic nucleophilic substitution. Reactions of 4-, 5-, and 6-substituted 1-chloro-2-nitrobenzenes with sodium thiophenoxide in methanol. 1966:963-972.http://dx.doi.org/10.1039/J29660000963
