Solvent effects on aromatic nucleophilic substitutions. Part 3. The kinetics of the reaction of 2,4-dinitrochlorobenzene with piperidine in aprotic solvents

1984 ◽  
pp. 1133 ◽  
Author(s):  
Pedro M. E. Mancini ◽  
Rub�n D. Martinez ◽  
Leonor R. Vottero ◽  
Norma S. Nudelman
Keyword(s):  
Solvent Effects ◽  
Aprotic Solvents ◽  
Nucleophilic Substitutions ◽  
Kinetics Of

Solvent effects on the decarboxylation of trichloroacetic acid: insights from ab initio molecular dynamics simulations

2018 ◽  
Vol 20 (34) ◽  
pp. 21988-21998 ◽  
Author(s):  
Guilherme C. Q. da Silva ◽  
Thiago M. Cardozo ◽  
Giovanni W. Amarante ◽  
Charlles R. A. Abreu ◽  
Bruno A. C. Horta
Keyword(s):  
Molecular Dynamics ◽  
Ab Initio ◽  
Molecular Dynamics Simulations ◽  
Solvent Effects ◽  
Trichloroacetic Acid ◽  
Ab Initio Molecular Dynamics ◽  
Aprotic Solvents ◽  
Protic Solvents ◽  
Dynamics Simulations ◽  
Kinetics Of

The kinetics of trichloroacetic acid (TCA) decarboxylation strongly depends on the solvent in which it occurs, proceeding faster in polar aprotic solvents compared to protic solvents.

Effects of the Nucleophile Structure on the Mechanisms of Reaction of 1-Chloro-2,4-dinitrobenzene with Aromatic Amines in Aprotic Solvents

1999 ◽  
Vol 64 (10) ◽  
pp. 1583-1593 ◽  
Author(s):  
Norma Sbarbati Nudelman ◽  
Cecilia E. Silvana Alvaro ◽  
Monica Savini ◽  
Viviana Nicotra ◽  
Jeannette Yankelevich
Keyword(s):  
Hydrogen Bond ◽  
Tertiary Amine ◽  
Aromatic Amines ◽  
Order Rate Constant ◽  
Aprotic Solvents ◽  
Nucleophilic Substitutions ◽  
Hydrogen Bond Acceptor ◽  
Mixed Aggregates ◽  
Kinetics Of

The kinetics of reactions of 1-chloro-2,4-dinitrobenzene with aniline and several substituted aromatic amines, B, in toluene shows a quadratic dependence of the second-order rate constant, kA, on [B], which is preserved even in the presence of increasing amounts of dimethylaniline, while the reaction with N-methylaniline shows a linear dependence of kA vs [B]. All these results are interpreted by the "dimer nucleophile" mechanism, and confirmed by the effects of a non-nucleophilic hydrogen bond acceptor tertiary amine which show the relevance of the structure of the nucleophile and the role of mixed aggregates in defining the mechanisms of aromatic nucleophilic substitutions with amines in aprotic solvents.

THE ALKALINE CLEAVAGE OF o-NITROBENZYLTRIMETHYLSILANE SOLVENT EFFECTS IN THE DIOXANE–WATER SYSTEM

1963 ◽  
Vol 41 (6) ◽  
pp. 1525-1530 ◽  
Author(s):  
H. R. Allcock
Keyword(s):  
Transition State ◽  
Solvent Effects ◽  
Water System ◽  
Solvent Polarity ◽  
High Water ◽  
Aqueous Dioxane ◽  
Alkaline Cleavage ◽  
Rate Of Reaction ◽  
Kinetics Of

The kinetics of alkaline cleavage of o-nitrobenzyltrimethylsilane were examined in aqueous dioxane media. At high water concentrations, increases in solvent polarity retard the cleavage, as required by a mechanism involving charge dispersion in the transition state. At high dioxane concentrations, solvent polarity increases are accompanied by increases in the rate of reaction, a result which may reflect association between the solvent components.

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