Solvent effects on the kinetics and thermodynamics of the fast proton-trasfer reactions of trichloroacetic acid and picric acid with phenyl diethyl nile blue base in aprotic solvents

1976 ◽  
Vol 72 (0) ◽  
pp. 963 ◽  
Author(s):  
G. D. Burfoot ◽  
E. F. Caldin
Keyword(s):  
Solvent Effects ◽  
Trichloroacetic Acid ◽  
Nile Blue ◽  
Picric Acid ◽  
Aprotic Solvents ◽  
Fast Proton ◽  
Kinetics And Thermodynamics

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.

scholarly journals The comparative study of linear solvatation energy relationship for the reactivity of pyridine carboxylic acids with diazodiphenylmethane in protic and aprotic solvents

2012 ◽  
Vol 77 (10) ◽  
pp. 1311-1338 ◽  
Author(s):  
Sasa Drmanic ◽  
Jasmina Nikolic ◽  
Aleksandar Marinkovic ◽  
Bratislav Jovanovic
Keyword(s):  
Solvent Effects ◽  
Kinetic Data ◽  
Aprotic Solvent ◽  
Isonicotinic Acid ◽  
Linear Regression Analysis ◽  
Multiple Linear Regression Analysis ◽  
Reaction Rates ◽  
Aprotic Solvents ◽  
Pyridine Carboxylic ◽  
The Comparative Study

Protic and aprotic solvent effects on the reactivity of picolinic, nicotinic and isonicotinic acid, as well as of some substituted nicotinic acids with diazodiphenylmethane (DDM) were investigated. In order to explain the kinetic results through solvent effects, the second-order rate constants for the reaction of the examined acids with DDM were correlated using the Kamlet-Taft solvatochromic equation. The correlations of the kinetic data were carried out by means of the multiple linear regression analysis and the solvent effects on the reaction rates were analyzed in terms of the contributions of the initial and the transition state. The signs of the equation coefficients support the already known reaction mechanism. The solvatation models for all the investigated acids are suggested and related to their specific structure.

scholarly journals Isomerization of α-Pinene Oxide: Solvent Effects, Kinetics and Thermodynamics

2018 ◽  
Vol 149 (1) ◽  
pp. 203-214 ◽  
Author(s):  
Päivi Mäki-Arvela ◽  
Nataliya Shcherban ◽  
Chloe Lozachmeur ◽  
Vincenzo Russo ◽  
Johan Wärnå ◽  
...  
Keyword(s):  
Solvent Effects ◽  
Kinetics And Thermodynamics

The Orton rearrangement in aprotic solvents. Part IV. An examination of the kinetics of the rearrangement of N-bromo-4-chloroacetanilide and N-bromoacetanilide catalyzed by trifluoroacetic acid and trifluoroacetic acid-d

1981 ◽  
Vol 59 (5) ◽  
pp. 839-850 ◽  
Author(s):  
Peter David Golding ◽  
Sethu Reddy ◽  
John Marshall William Scott ◽  
Valerie Ann White ◽  
June Gertrude Winter
Keyword(s):  
Acid Concentration ◽  
Trifluoroacetic Acid ◽  
Trichloroacetic Acid ◽  
Comprehensive Analysis ◽  
Aprotic Solvents ◽  
Rate Law ◽  
Past Work ◽  
Kinetics Of

The rates of rearrangement of N-bromo-4-chloroacetanilide to 2-bromo-4-chloroacetanilide catalyzed by trifluoroacetic acid and trifluoroacetic acid-d have been measured as a function of acid concentration in chlorobenzene at T = 323 K. Similar experiments have been carried out with N-bromoacetanilide and N-bromo-4-chloro-2,6-dideuterioacetanilide. A comprehensive analysis of the observed rates for each substrate as a function of acid concentration reveals that the rearrangements involve at least three mechanistic steps when trifluoroacetic acid is the catalyst. In contrast, the rate of rearrangement of N-bromoacetanilide catalyzed by trichloroacetic acid at T = 288 K appears to follow a limiting form of the same rate law. Earlier observations are assessed in the light of the proposed mechanism, and it is concluded that both present and past work can be satisfactorily rationalized in terms of an intramolecular migration of bromine.

Sign in / Sign up

Export Citation Format

Share Document