63333-31-3Relevant academic research and scientific papers
Kinetics of the reaction of 2-chloro-3,5-dinitrobenzotriflouride with aniline in toluene and methanol-toluene mixed solvents
Fathalla, Magda F.
, p. 109 - 114 (2012)
Kinetics of the reaction of 2-chloro-3,5-dinitrobenzotriflouride with aniline were studied in toluene, methanol-toluene binary solvents, benzene and chloroform. The reaction in toluene exhibits third-order kinetics consistent with aggregates of aniline. Thermodynamic parameters ΔH#, ΔS# and ΔG#are calculated and discussed for the reaction of 2-chloro-3,5-dinitrobenzotriflouride with aniline in methanol-toluene. Molecular complexes between aniline and the substrate are rejected spectrophotometricaly. The mechanism is studied and compared with the reaction in presence of pyridine. It shows an amine dependence and formation of homo and/or hetero mixed aggregates between aniline and pyridine i.e. dimer mechanism. Copyright
Solvent and substituent effects on the reaction of 2- and 4-chloro-3,5-dinitrobenzotrifluorides with substituted anilines
Asghar, Basim H.M.,Fathalla, Magda F.,Hamed, Ezzat A.
supporting information; experimental part, p. 777 - 786 (2010/07/02)
The solvent effect on a nucleophilic substitution reaction of 2- and 4-chloro-3,5- dinitrobenzotrifluoride with substituted anilines was studied in methanol, acetonitrile, and toluene at 25°C. This reaction is of second order, except 2-chloro-3,5-dinitrobenzotrifluoride in toluene shows third order. The kA values are found to be dependent on the substituent in aniline and give good Hammett correlations. The obtained ρ values are -4.07 and -4.62, for the reaction of anilines with 2-chloro-3,5- dinitrobenzotrifluoride in methanol and acetonitrile, respectively. The ρ values for the reaction of the anilines with 4-chloro-3,5- dinitrobenzotrifluoride are-3.38,-4.11, and-4.34 in methanol, acetonitrile, and toluene, respectively. The reaction of the former compound with anilines in toluene shows a second order in aniline. The dependence of the reaction on the external base such as DABCO suggests a proton transfer controlling step.
