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

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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 wit...

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Autores principales: Alvaro, C.E.S., Savini, M.C., Nicotra, V., Yankelevich, J.S., Nudelman, N.S.
Formato: JOUR
Lenguaje:English
Materias:
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
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_14203049_v5_n3_p401_Alvaro
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
id todo:paper_14203049_v5_n3_p401_Alvaro
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spelling todo:paper_14203049_v5_n3_p401_Alvaro2023-10-03T16:13:19Z Reaction of 2,4-dinitrochlorobenzene with aromatic amines in toluene: Effect of nucleophile structure Alvaro, C.E.S. Savini, M.C. Nicotra, V. Yankelevich, J.S. Nudelman, N.S. 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 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. JOUR English info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_14203049_v5_n3_p401_Alvaro
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
language English
orig_language_str_mv English
topic 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
spellingShingle 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
Alvaro, C.E.S.
Savini, M.C.
Nicotra, V.
Yankelevich, J.S.
Nudelman, N.S.
Reaction of 2,4-dinitrochlorobenzene with aromatic amines in toluene: Effect of nucleophile structure
topic_facet 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
description 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.
format JOUR
author Alvaro, C.E.S.
Savini, M.C.
Nicotra, V.
Yankelevich, J.S.
Nudelman, N.S.
author_facet Alvaro, C.E.S.
Savini, M.C.
Nicotra, V.
Yankelevich, J.S.
Nudelman, N.S.
author_sort Alvaro, C.E.S.
title Reaction of 2,4-dinitrochlorobenzene with aromatic amines in toluene: Effect of nucleophile structure
title_short Reaction of 2,4-dinitrochlorobenzene with aromatic amines in toluene: Effect of nucleophile structure
title_full Reaction of 2,4-dinitrochlorobenzene with aromatic amines in toluene: Effect of nucleophile structure
title_fullStr Reaction of 2,4-dinitrochlorobenzene with aromatic amines in toluene: Effect of nucleophile structure
title_full_unstemmed Reaction of 2,4-dinitrochlorobenzene with aromatic amines in toluene: Effect of nucleophile structure
title_sort reaction of 2,4-dinitrochlorobenzene with aromatic amines in toluene: effect of nucleophile structure
url http://hdl.handle.net/20.500.12110/paper_14203049_v5_n3_p401_Alvaro
work_keys_str_mv AT alvaroces reactionof24dinitrochlorobenzenewitharomaticaminesintolueneeffectofnucleophilestructure
AT savinimc reactionof24dinitrochlorobenzenewitharomaticaminesintolueneeffectofnucleophilestructure
AT nicotrav reactionof24dinitrochlorobenzenewitharomaticaminesintolueneeffectofnucleophilestructure
AT yankelevichjs reactionof24dinitrochlorobenzenewitharomaticaminesintolueneeffectofnucleophilestructure
AT nudelmanns reactionof24dinitrochlorobenzenewitharomaticaminesintolueneeffectofnucleophilestructure
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