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

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...

Descripción completa

Guardado en:
Detalles Bibliográficos
Publicado: 1966
Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00456470_v_n_p963_Porto
http://hdl.handle.net/20.500.12110/paper_00456470_v_n_p963_Porto
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
id paper:paper_00456470_v_n_p963_Porto
record_format dspace
spelling paper:paper_00456470_v_n_p963_Porto2023-06-08T15:05:15Z 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 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. 1966 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00456470_v_n_p963_Porto http://hdl.handle.net/20.500.12110/paper_00456470_v_n_p963_Porto
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
description 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.
title 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
spellingShingle 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
title_short 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
title_full 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
title_fullStr 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
title_full_unstemmed 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
title_sort 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
publishDate 1966
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00456470_v_n_p963_Porto
http://hdl.handle.net/20.500.12110/paper_00456470_v_n_p963_Porto
_version_ 1768544401974362112

Ejemplares similares