Chemometric analysis of substituent effects. VI. A study of ortho effect in dissociation of 2,6-disubstituted benzoic acids was written by Kulhanek, Jiri;Pytela, Oldrich. And the article was included in Collection of Czechoslovak Chemical Communications in 1995.Application of 5344-49-0 This article mentions the following:
Ten 2,6-disubstituted benzoic acids have been synthesized containing all possible combinations of the following substituents: CH3, OCH3, cl, and NO2. The dissociation constants of these acids have been measured by potentiometric titration in methanol, acetone, DMSO, DMF, acetonitrile, pyridine, and 1,2-dichloroethane. The exptl. data obtained together with the pK values of 2-substituted benzoic acids in the same solvents have been analyzed from the point of view of ortho effect and additivity of disubstitution. The mutual interaction between substituents was found to represent only 0.12% of the variability due to substitution and to contribute to the overall variability of data less than the interaction between the substituent and solvent by a factor of about 13. The anal. of data by the method of multiple linear regression revealed a contribution of steric effects beside the effects transmitted through the aromatic skeleton. The 2- and 6-substituents effects are additive within the validity of the Hammett equation,a nd an addition of a multiplicative term describing interactions between the substituents is statistically insignificant. Nonlinear regression has been adopted in the additive model with multiplicative term to find the inner substituent constants including all the effects of substituents from ortho position: the term describing the interaction between 2- and 6-substituents is statistically insignificant in this model. An application of the method of conjugated deviations revealed two statistically significant latent variables. The first one explains 91.5% of the variability of data and is connected with the substituent effects transmitted through the aromatic skeleton. The second one explains 7.5% of variability of data and predominantly reflects the steric effects of substituents. In the experiment, the researchers used many compounds, for example, 2-Chloro-6-nitrobenzoic acid (cas: 5344-49-0Application of 5344-49-0).
2-Chloro-6-nitrobenzoic acid (cas: 5344-49-0) belongs to organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. Organochlorine compounds are lipophylic, meaning they are more soluble in fat than in water. This gives them a high tenancy to accumulate in the food chain (biomagnification).Application of 5344-49-0
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics