Substituent Effects. III.1Acid Dissociation Constants of Substituted 1-Naphthoic Acids and Carbonyl Stretching Frequencies of Their Esters

1962 ◽  
Vol 84 (18) ◽  
pp. 3546-3548 ◽  
Author(s):  
Michael J. S. Dewar ◽  
Patrick J. Grisdale
Keyword(s):  
Dissociation Constants ◽  
Substituent Effects ◽  
Substituted 1

Acid-Base Properties of Substituted Naphthoic Acids in Nonaqueous Media

1997 ◽  
Vol 62 (11) ◽  
pp. 1737-1746 ◽  
Author(s):  
Patrik Pařík ◽  
Miroslav Ludwig
Keyword(s):  
Experimental Data ◽  
Linear Regression ◽  
Latent Variables ◽  
Latent Variable ◽  
Dissociation Constants ◽  
Substituent Effects ◽  
Acid Base ◽  
Nonaqueous Media ◽  
Substituent Constants ◽  
Substituted 1

Thirteen substituted 1-naphthoic acids have been prepared and their dissociation constants, along with those of twenty-five substituted 2-naphthoic acids, have been measured potentiometrically in methanol, N,N-dimethylformamide, pyridine, and acetonitrile. The pKHA values obtained have been treated by linear regression using four sets of substituent constants. The experimental data have also been interpreted by statistical methods using latent variables. The first latent variable calculated by these methods can be used as a new set of substituent constants for describing substituent effects in naphthalene skeleton.

Extraction of hafnium by means of some substituted 1-phenyl-3-methyl-4-benzoyl-pyrazol-5-ones

1981 ◽  
Vol 46 (8) ◽  
pp. 1901-1905 ◽  
Author(s):  
Oldřich Navrátil ◽  
Jiří Smola
Keyword(s):  
Ionic Strength ◽  
Aqueous Phase ◽  
Dissociation Constants ◽  
Parent Substance ◽  
Benzoyl Group ◽  
Extraction Constants ◽  
Extraction Parameters ◽  
Substituted 1

Distribution between aqueous phase and benzene or chloroform was studied for 1-phenyl-3-methyl-4-benzoylpyrazol-5-ones with 2-chloro, 4-methoxy, 3-nitro, and 4-nitro substitution in the benzoyl group (ionic strength of the aqueous phase 0.1) and for hafnium in their presence (ionic strength 2.0). The distribution and dissociation constants of the reagents and the extraction constants of their hafnium complexes were determined. Hafnium was found to be extracted as the HfA4 species. The extraction parameters of the derivatives in question do not differ substantially from those of the parent substance.

Effects of Medium and Substituents on Dissociationof 4,4'-Disubstituted Bis(benzenesulfon)imides

1996 ◽  
Vol 61 (8) ◽  
pp. 1205-1214 ◽  
Author(s):  
Miroslav Ludwig ◽  
Pavel Štverka
Keyword(s):  
Latent Variables ◽  
Dissociation Constants ◽  
Substituent Effects ◽  
Principal Component ◽  
H Nmr ◽  
Base Process ◽  
Elemental Analyses ◽  
Substituent Constants ◽  
Model Substances ◽  
Strong Acids

Ten 4,4'-disubstituted bis(arenesulfon)imides of the general formula XC6H4SO2NHSO2C6H4X have been synthesized and their structures confirmed by their 1H NMR spectra. Elemental analyses are presented for the compounds not yet described. The dissociation constants of these model substances have been measured potentiometrically in pyridine, dimethylformamide, methanol, ethanol, propylene carbonate, acetone, acetonitrile, 1,2-dichloroethane and tetramethylene sulfone. The pKHA values obtained have been correlated with three sets of the Hammett substituent constants and the results have been used to discuss the solvent and substituent effects on the dissociation of the compounds studied. Sulfonimides with electron-acceptor substituents behave as rather strong acids in some solvents (pyridine, dimethylformamide, methanol and ethanol), whereas normal substituent dependences are found in other solvents. The experimental data have also been interpreted with the help of the statistical methods based on latent variables. From the calculations it follows that only the first principal component, which correlates well with the substituent constant sets adopted, is statistically significant in describing the substituent effect on the acid-base process studied.

scholarly journals Substituent Effects on the Dissociation Constants of 1-Aryl-5-hydroxy-2-hydroxymethyl-4-pyridones

1983 ◽  
Vol 56 (6) ◽  
pp. 1879-1880
Author(s):  
Kimiaki Imafuku ◽  
Kumio Takahashi ◽  
Hisashi Matsumura
Keyword(s):  
Dissociation Constants ◽  
Substituent Effects

Substituent effects on polarographic reduction of some photographic color intermediates

1976 ◽  
Vol 54 (8) ◽  
pp. 1205-1210 ◽  
Author(s):  
Ahmad S. Shawali ◽  
Bahgat E. El-Anadouli
Keyword(s):  
Dissociation Constants ◽  
Substituent Effects ◽  
Protonated Form ◽  
Acid Dissociation ◽  
Polarographic Reduction ◽  
Substituent Constant ◽  
Acid Dissociation Constants ◽  
Controlled Potential Electrolysis ◽  
Half Wave ◽  
Controlled Potential

Polarographic reduction of two series of benzoylacetanilides has been investigated in 40% (by volume) ethanolic Britton–Robinson buffers. One series (A) contains substituents on the anilide moiety, and the second (B) has substituents on both the anilide and benzoyl moieties. Polarographic controlled-potential electrolysis data indicate that the electroactive species in both series is the protonated form (ArCOCH2CONHAr′)H+. The reduction half-wave potentials of anilides of series A were found to be independent of the nature of the substituent, whereas those of series B show a good linear relationship when plotted vs. the σ substituent constant of the substituent on the benzoyl moiety (ρ = 0.284, r = 0.995). Values of the acid dissociation constants of the keto (K1) and enol (K2) tautomers of the anilides of series A were calculated; unlike their E1/2 values, the pK1 data show a linear correlation with the Hammett substituent constant, σ. The pK2 values show, however, little variation with σ.

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