Collect. Czech. Chem. Commun. 2002, 67, 596-608
https://doi.org/10.1135/cccc20020596

Ortho Effect in Dissociation of Benzoic Acids with Electron-Accceptor Substituents Using the AISE Theory; Relation to para Substitution and Solvent

Oldřich Pytela* and Jiří Kulhánek

Department of Organic Chemistry, University of Pardubice, 532 10 Pardubice, Czech Republic

Individual author index pages


Other CCCC articles of these authors

  • Ondřej Prusek*, Filip Bureš and Oldřich Pytela
    ortho-Effect on the acid-catalyzed hydration of 2-substituted α-methylstyrenes
    2009, Vol. 74, Issue 1, pp. 85–99 [Abstract]
  • Oldřich Pytela* and Bronislav Trlida
    Kinetics and Mechanism of Acid Catalysed Hydration of α-Methylstyrenes
    2007, Vol. 72, Issue 8, pp. 1025–1036 [Abstract]
  • Jan Pícha, Radek Cibulka*, František Liška, Patrik Pařík and Oldřich Pytela
    Reparametrization and/or Determination of Hammett, Inductive, Mesomeric and AISE Substituent Constants for Five Substituents: N+(CH3)3, CH2N+(CH3)3, CH2Py+, CH2SO2CH3 and PO(OCH3)2
    2004, Vol. 69, Issue 12, pp. 2239–2252 [Abstract]
  • Jan Pícha*, Radek Cibulka, František Hampl, František Liška, Patrik Pařík and Oldřich Pytela
    Reactivity of p-Substituted Benzaldoximes in the Cleavage of p-Nitrophenyl Acetate: Kinetics and Mechanism
    2004, Vol. 69, Issue 2, pp. 397–413 [Abstract]
  • Oldřich Pytela*, Jiří Kulhánek, Eva Jirásková and Taťjana Nevěčná
    Construction of Interconnected Acidity Functions Based on ortho Substituted Anilines and N-Methylanilines as Indicators
    2001, Vol. 66, Issue 11, pp. 1638–1658 [Abstract]
  • Jiří Kulhánek*, Oldřich Pytela and Antonín Lyčka
    Chemometrical Analysis of Substituent Effects. XIII. Comparison of Substituent Effects on Dissociation and Chemical Shift in 13C NMR Spectra of Mono- and Disubstituted Benzoic Acids
    2000, Vol. 65, Issue 1, pp. 106–116 [Abstract]
  • Oldřich Pytela* and Ondřej Prusek
    Chemometric Analysis of Substituent Effects. XII. Application of Relationship Between 2- and 4-Substitution of Benzene Ring to Study ortho Effect in Selected Compounds with Different Reaction Centres
    1999, Vol. 64, Issue 10, pp. 1617–1628 [Abstract]
  • Pavel Fiedler, Jiří Kulhánek, Michèle Decouzon, Jean-François Gal, Pierre-Charles Maria and Otto Exner*
    Steric Effects and Steric Inhibition of Resonance in Isopropylbenzoic Acids in the Gas Phase and in Solution
    1999, Vol. 64, Issue 9, pp. 1433–1447 [Abstract]
  • Eva Jirásková, Jiří Kulhánek, Taťjana Nevěčná* and Oldřich Pytela
    Construction and Chemometric Analysis of Acidity Function in Perchloric Acid
    1999, Vol. 64, Issue 8, pp. 1253–1261 [Abstract]
  • Petr Mitaš, Jaromír Kaválek and Oldřich Pytela
    Dissociation of Amides in Strongly Basic Medium of Sodium Methoxide in Dimethyl Sulfoxide-Methanol Mixtures
    1997, Vol. 62, Issue 10, pp. 1562–1576 [Abstract]
  • Marek Janík, Vladimír Macháček and Oldřich Pytela
    Kinetics of Cyclization of Methyl S-(2,4,6-Trinitrophenyl)mercaptoacetate to 2-Methoxycarbonyl-5,7-dinitrobenzo[d]thiazol-3-oxide
    1997, Vol. 62, Issue 9, pp. 1429–1445 [Abstract]
  • Jiří Kulhánek and Oldřich Pytela
    Chemometric Analysis of Substituent Effects. XI. Solvent Effects on Dissociation of 2,6-Disubstituted Benzoic Acids
    1997, Vol. 62, Issue 6, pp. 913–924 [Abstract]
  • Oldřich Pytela
    A New Iterative Method of Construction of the Hammett Acidity Function
    1997, Vol. 62, Issue 4, pp. 645–655 [Abstract]
  • Oldřich Pytela
    Chemometric Analysis of Substituent Effects. X. Unification and Reparametrization of Substituent Constants in Hammett-Type Equations by Means of Alternative Interpretation of Substituent Effects (AISE)
    1996, Vol. 61, Issue 8, pp. 1191–1204 [Abstract]
  • Oldřich Pytela and Aleš Halama
    Steric Effects in Acid-Catalyzed Decomposition and Base-Catalyzed Cyclization of 1-(2-Alkoxycarbonylphenyl)-3-phenyltriazenes
    1996, Vol. 61, Issue 5, pp. 751–763 [Abstract]
  • Oldřich Pytela
    Chemometric Analysis of Substituent Effects. IX. Alternative Interpretation of Substituent Effects (AISE) - Orthogonal Model
    1996, Vol. 61, Issue 5, pp. 704–712 [Abstract]
  • Oldřich Pytela
    Chemometric Analysis of Substituent Effects. VIII. Alternative Interpretation of Substituent Effects (AISE)
    1995, Vol. 60, Issue 9, pp. 1502–1528 [Abstract]
  • Oldřich Pytela and Aleš Halama
    Chemometric Analysis of Substituent Effects. VII. Inductive Effect as a Basic Substituent Effect. Isoeffect Substituent Constant
    1995, Vol. 60, Issue 8, pp. 1316–1332 [Abstract]
  • Miroslav Ludwig, Patrik Pařík and Jiří Kulhánek
    A Study of Transmission Effects of Sulfonyl and Carbonyl Groups
    1995, Vol. 60, Issue 5, pp. 841–850 [Abstract]
  • Jiří Kulhánek and Oldřich Pytela
    Chemometric Analysis of Substituent Effects. VI. A Study of ortho Effect in Dissociation of 2,6-Disubstituted Benzoic Acids
    1995, Vol. 60, Issue 5, pp. 829–840 [Abstract]
  • Oldřich Pytela and Taťjana Nevěčná
    Kinetics and Mechanism of Decomposition of 1,3-Bis(4-methylphenyl)triazene Catalyzed with Substituted Benzoic Acids in 25% Aqueous Methanol-General or Specific Catalysis?
    1994, Vol. 59, Issue 9, pp. 2029–2041 [Abstract]
  • Oldřich Pytela and Josef Liška
    Chemometrical Analysis of Substituent Effects. V. ortho Effect
    1994, Vol. 59, Issue 9, pp. 2005–2021 [Abstract]
  • Oldřich Pytela, Jiří Kulhánek and Miroslav Ludwig
    Chemometrical Analysis of Substituent Effects. IV. Additivity of Substituent Effects in Dissociation of 3,5-Disubstituted Benzoic Acids in Organic Solvents
    1994, Vol. 59, Issue 7, pp. 1637–1644 [Abstract]
  • Taťjana Nevěčná, Vojtěch Bekárek and Oldřich Pytela
    A Study of Effects of Temperature and Medium on Reaction of Triethylamine with Ethyl Bromide
    1994, Vol. 59, Issue 6, pp. 1384–1391 [Abstract]
  • Oldřich Pytela, Jiří Kulhánek, Miroslav Ludwig and Václav Říha
    Chemometrical Analysis of Substituent Effects. III. Additivity of Substituent Effects in Dissociation of 3,4-Disubstituted Benzoic Acids in Organic Solvents
    1994, Vol. 59, Issue 3, pp. 627–638 [Abstract]
  • Miroslav Ludwig, Pavla Valášková and Oldřich Pytela
    Kinetics and Mechanism of Acid Catalyzed Decomposition of 1-Phenyl-3,3-dialkyltriazenes
    1994, Vol. 59, Issue 2, pp. 401–411 [Abstract]
  • Miroslav Ludwig, Jan Petržílek, Jiří Kulhánek and Oldřich Pytela
    Effects of Substituents and Medium on Acidity of α,α-Bis(butylsulfonyl)toluenes
    1994, Vol. 59, Issue 2, pp. 391–400 [Abstract]
  • Oldřich Pytela
    Chemometric Analysis of Substituent Effects. II. Relation Between Hammett Substituent Constants σm and σp and a New Model for Quantitative Description of Substituent Effects
    1994, Vol. 59, Issue 2, pp. 381–390 [Abstract]
  • Oldřich Pytela
    Chemometric Analysis of Substituent Effects. I. Substituent Effects on the Dissociation of Monosubstituted Benzoic Acids
    1994, Vol. 59, Issue 1, pp. 159–174 [Abstract]
  • Jiří Čermák, Miloslav Sebránek and Jiří Kulhánek
    Application of Capillary GC/MS to the Analysis of Wastes from Chemical Plants. II. Identification of Naphthyl[b]thiophenes and Binaphthyls in Gaseous Releases from the Production of 2-Naphthol
    1994, Vol. 59, Issue 1, pp. 119–125 [Abstract]
  • Oldřich Pytela, Taťjana Nevěčná and Jaromír Kaválek
    Reactivity of proton and general acid with 1,3-bis-(4-methylphenyl)triazene in aqueous methanol
    1990, Vol. 55, Issue 11, pp. 2701–2706 [Abstract]
  • Oldřich Pytela and Zdeněk Bahník
    Synthesis, kinetics and mechanism of cyclization of 1-(2-aryloxycarbonylphenyl)-3-phenyltriazenes
    1990, Vol. 55, Issue 11, pp. 2692–2700 [Abstract]
  • Oldřich Pytela, Jaroslava Hálová and Miroslav Ludwig
    Interpretation of chromatographic characteristics of mobile phase in liquid chromatography by means of solvent parameters
    1990, Vol. 55, Issue 11, pp. 2629–2635 [Abstract]
  • Oldřich Pytela and Vladimír Dlouhý
    Synthesis and cyclization kinetics and mechanism of 1-(2-ethoxycarbonylphenyl)-3-aryltriazenes. Kinetic acidity function of sodium methoxide in methanol
    1990, Vol. 55, Issue 10, pp. 2468–2474 [Abstract]
  • Oldřich Pytela
    A new classification of solvents based on chemometric empirical scale of parameters
    1990, Vol. 55, Issue 3, pp. 644–652 [Abstract]
  • Oldřich Pytela
    Additive-multiplicative description of extrathermodynamic relations: Application to solvent effect
    1990, Vol. 55, Issue 3, pp. 634–643 [Abstract]
  • Oldřich Pytela, Taťjana Nevěčná and Miroslav Ludwig
    Solvent effects on kinetics and mechanism of acid-catalyzed decomposition of 1,3-bis(4-methylphenyl)-triazene II. Reactions in aprotic solvents
    1990, Vol. 55, Issue 1, pp. 156–164 [Abstract]
  • Taťjana Nevěčná, Oldřich Pytela, Miroslav Ludwig and Jaromír Kaválek
    Solvent effects on kinetics and mechanism of acid-catalyzed decomposition of 1,3-bis(4-methylphenyl)triazene I. Reactions in alcohols
    1990, Vol. 55, Issue 1, pp. 147–155 [Abstract]
  • Oldřich Pytela
    Determination of number of linear latent variables in a set of experimental chemical data
    1990, Vol. 55, Issue 1, pp. 42–54 [Abstract]
  • Vítězslav Zima, Oldřich Pytela, Jaromír Kaválek and Miroslav Večeřa
    Reactivity of nucleophiles in dimethyl sulfoxide and its comparison with nucleophilic reactivity in protic medium
    1989, Vol. 54, Issue 10, pp. 2715–2720 [Abstract]
  • Oldřich Pytela, Josef Jirman and Antonín Lyčka
    Chemometrical analysis of substituent effects on 13C and 15N NMR chemical shifts in 1-aroyl-3-substituted thioureas
    1989, Vol. 54, Issue 9, pp. 2399–2407 [Abstract]
  • Oldřich Pytela
    New statistical parameters for description of solvent effect
    1989, Vol. 54, Issue 1, pp. 136–150 [Abstract]
  • Oldřich Pytela and Vítězslav Zima
    Nucleophilicity and its parametrization
    1989, Vol. 54, Issue 1, pp. 117–135 [Abstract]
  • Oldřich Pytela
    Empirical approach to description of solvent effect on processes in solutions: A review
    1988, Vol. 53, Issue 7, pp. 1333–1423 [Abstract]
  • Vítězslav Zima, Oldřich Pytela and Miroslav Večeřa
    A study of nucleophilicity in selected systems
    1988, Vol. 53, Issue 4, pp. 814–821 [Abstract]
  • Oldřich Pytela and Miroslav Ludwig
    A description of effect of composition of mixed binary solvents on processes in solutions
    1988, Vol. 53, Issue 4, pp. 671–685 [Abstract]
  • Miroslav Ludwig, Oldřich Pytela, Helena Javůrková and Miroslav Večeřa
    Analysis of substituent and solvent effects on dissociation of N-phenylbenzenesulphonamides
    1987, Vol. 52, Issue 12, pp. 2900–2908 [Abstract]
  • Oldřich Pytela, Petr Svoboda and Miroslav Večeřa
    A mathematical modelling of acid catalyzed decomposition of 3-methyl-1,3-diphenyltriazene
    1987, Vol. 52, Issue 10, pp. 2492–2499 [Abstract]
  • Petr Svoboda, Oldřich Pytela and Miroslav Večeřa
    Kinetics and mechanism of acid catalyzed decomposition of substituted 1,3-diphenyltriazenes
    1987, Vol. 52, Issue 9, pp. 2217–2224 [Abstract]
  • Oldřich Pytela, Martin Kaska, Miroslav Ludwig and Miroslav Večeřa
    Solvolysis kinetics and mechanism of substituted 3-acetyl-1,3-diphenyltriazenes in acid medium; Kinetic acidity function
    1987, Vol. 52, Issue 9, pp. 2212–2216 [Abstract]
  • Oldřich Pytela, Miroslav Ludwig and Miroslav Večeřa
    The Hammett substituent constants and effects of medium
    1986, Vol. 51, Issue 10, pp. 2143–2150 [Abstract]
  • Miroslav Ludwig, Václav Baron, Karel Kalfus, Oldřich Pytela and Miroslav Večeřa
    Dissociation constants of substituted benzoic acids in water and in organic solvents
    1986, Vol. 51, Issue 10, pp. 2135–2142 [Abstract]
  • Miroslav Ludwig, Oldřich Pytela and Miroslav Večeřa
    Solvent effects on dissociation of substituted benzenesulphonamides in acetone, 1,2-dichloroethane, tetramethylene sulphone, pyridine and some aqueous organic solvent mixtures
    1986, Vol. 51, Issue 9, pp. 1948–1957 [Abstract]
  • Oldřich Pytela, Stanislava Štumrová, Miroslav Ludwig and Miroslav Večeřa
    Kinetic acidity function and solvolysis of 3-hydroxy-1,3-diphenyltriazenes
    1986, Vol. 51, Issue 3, pp. 564–572 [Abstract]
  • Petr Svoboda, Oldřich Pytela and Miroslav Večeřa
    Kinetics of acid catalyzed decomposition of substituted 1,3-diphenyl-3-methyltriazenes
    1986, Vol. 51, Issue 3, pp. 553–563 [Abstract]
  • Oldřich Pytela, Václav Vala, Miroslav Ludwig and Miroslav Večeřa
    Modeling of hydrolysis mechanism of 3-hydroxytriazenes in strongly acidic medium
    1986, Vol. 51, Issue 2, pp. 347–357 [Abstract]
  • Marián Antalík, Ernest Šturdík, Oldřich Pytela, Ľudovít Drobnica and Pavol Sulo
    Kinetic analysis of reactions of phenylhydrazonopropanedinitriles with thiols
    1984, Vol. 49, Issue 12, pp. 2807–2815 [Abstract]
  • Miroslav Ludwig, Oldřich Pytela and Miroslav Večeřa
    Solvent effect in dissociation of substituted benzenesulphonamides in dimethylformamide, dimethyl sulphoxide, and acetonitrile
    1984, Vol. 49, Issue 11, pp. 2593–2601 [Abstract]
  • Miroslav Ludwig, Oldřich Pytela, Karel Kalfus and Miroslav Večeřa
    Dissociation of substituted benzenesulphonamides in water, methanol and ethanol
    1984, Vol. 49, Issue 5, pp. 1182–1192 [Abstract]
  • Oldřich Pytela, Miroslav Pilný and Miroslav Večeřa
    Substituent effect on solvolysis of 3-acetyl-1,3-diphenyltriazenes
    1984, Vol. 49, Issue 5, pp. 1173–1181 [Abstract]
  • Petr Svoboda, Oldřich Pytela and Miroslav Večeřa
    Solvent effect - Classification of parameters describing influence of solvents
    1983, Vol. 48, Issue 11, pp. 3287–3306 [Abstract]
  • Oldřich Pytela and Pavel Vetešník
    Dissociation constants of monosubstituted diphenylamines and an optimized construction of acidity function
    1983, Vol. 48, Issue 8, pp. 2368–2375 [Abstract]
  • Miroslav Ludwig, Oldřich Pytela and Miroslav Večeřa
    Salt effect in hydrolysis of 3-acyl-1,3-diphenyltriazenes
    1981, Vol. 46, Issue 12, pp. 3104–3109 [Abstract]
  • Oldřich Pytela, Petr Svoboda and Miroslav Večeřa
    Solvent effect as a criterion of solvolysis mechanism. Solvolysis of 3-acyl-1,3-diphenyltriazenes
    1981, Vol. 46, Issue 9, pp. 2091–2103 [Abstract]
  • Erhard Lejdar, Oldřich Pytela, Miroslav Večeřa and Pavel Vetešník
    Reaction of 1,3-diphenyltriazene with phenyl isocyanate. Solvent effect, activation parameters and kinetic isotopic effect
    1981, Vol. 46, Issue 6, pp. 1376–1382 [Abstract]
  • Oldřich Pytela, Miroslav Večeřa and Pavel Vetešník
    Calculation of isokinetic temperature of non-catalyzed hydrolysis of substituted 3-(N-methylcarbamoyl)-1,3-diphenyltriazenes
    1981, Vol. 46, Issue 4, pp. 898–905 [Abstract]
  • Oldřich Pytela, Miroslav Večeřa and Pavel Vetešník
    Substituent effects in hydrolysis of 3-carbamoyl-1,3-diphenyltriazenes
    1980, Vol. 45, Issue 7, pp. 2108–2119 [Abstract]
  • Blanka Plandorová, Oldřich Pytela, Miroslav Večeřa and Pavel Vetešník
    Reactions of substituted 1,3-diphenyltriazenes with phenyl isocyanates. Catalysis and substituent effects
    1980, Vol. 45, Issue 4, pp. 1279–1289 [Abstract]
  • Oldřich Pytela, Miroslav Večeřa and Pavel Vetešník
    Hydrolysis kinetics and mechanism of acyl-1,3-diphenyltriazenes
    1980, Vol. 45, Issue 4, pp. 1269–1278 [Abstract]