Reaction of 2,4-Dinitrochlorobenzene with Aromatic Amines in Toluene: Effect of Nucleophile Structure

Reaction of 2,4-Dinitrochlorobenzene with Aromatic Amines in Toluene: Effect of Nucleophile Structure

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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Main Authors: C. E.S. Alvaro, M. C. Savini, V. Nicotra, J. S. Yankelevich, N. S. Nudelman
Format: Article
Language:English
Published: MDPI AG 2000-03-01
Series:Molecules
Subjects:
n/a
Online Access:http://www.mdpi.com/1420-3049/5/3/401/
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spelling doaj-e7f5ec9f2a664a1da5fd6f41b7066a012020-11-24T21:30:32ZengMDPI AGMolecules1420-30492000-03-015340140210.3390/50300401Reaction of 2,4-Dinitrochlorobenzene with Aromatic Amines in Toluene: Effect of Nucleophile StructureC. E.S. AlvaroM. C. SaviniV. NicotraJ. S. YankelevichN. S. NudelmanThe 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.http://www.mdpi.com/1420-3049/5/3/401/n/a
collection DOAJ
language English
format Article
sources DOAJ
author C. E.S. Alvaro
M. C. Savini
V. Nicotra
J. S. Yankelevich
N. S. Nudelman
spellingShingle C. E.S. Alvaro
M. C. Savini
V. Nicotra
J. S. Yankelevich
N. S. Nudelman
Reaction of 2,4-Dinitrochlorobenzene with Aromatic Amines in Toluene: Effect of Nucleophile Structure
Molecules
n/a
author_facet C. E.S. Alvaro
M. C. Savini
V. Nicotra
J. S. Yankelevich
N. S. Nudelman
author_sort C. E.S. Alvaro
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
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2000-03-01
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.
topic n/a
url http://www.mdpi.com/1420-3049/5/3/401/
work_keys_str_mv AT cesalvaro reactionof24dinitrochlorobenzenewitharomaticaminesintolueneeffectofnucleophilestructure
AT mcsavini reactionof24dinitrochlorobenzenewitharomaticaminesintolueneeffectofnucleophilestructure
AT vnicotra reactionof24dinitrochlorobenzenewitharomaticaminesintolueneeffectofnucleophilestructure
AT jsyankelevich reactionof24dinitrochlorobenzenewitharomaticaminesintolueneeffectofnucleophilestructure
AT nsnudelman reactionof24dinitrochlorobenzenewitharomaticaminesintolueneeffectofnucleophilestructure
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