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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Bibliographic Details
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/
Description
Summary: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.
ISSN:1420-3049