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Collect. Czech. Chem. Commun. 2002, 67, 1833-1857
https://doi.org/10.1135/cccc20021833

Separation of ortho Inductive, Resonance and Steric Terms in Alkaline Hydrolysis of Substituted Phenyl Benzoates and Phenyl Tosylates

Vilve Nummert* and Mare Piirsalu

Institute of Chemical Physics, Tartu University, 51014 Tartu, Jakobi 2, Estonia

Crossref Cited-by Linking

  • Nummert Vilve, Piirsalu Mare, Koppel Ilmar A.: Prediction of ortho substituent effect in alkaline hydrolysis of substituted phenyl benzoates in aqueous acetonitrile. J. Phys. Org. Chem. 2013, 26, 352. <https://doi.org/10.1002/poc.3096>
  • Nummert Vilve, Piirsalu Mare, Koppel Ilmar A.: Prediction of ortho substituent effect in alkaline hydrolysis of phenyl esters of substituted benzoic acids in aqueous acetonitrile. cent.eur.j.chem. 2013, 11, 1964. <https://doi.org/10.2478/s11532-013-0321-5>
  • Sen Gupta Susanta K., Shrivastava Ruchi: Solvent sensitivity of ortho substituent effect on 13C NMR chemical shift of the carboxyl carbon (δco) in benzoic acid : Solvent sensitivity of ortho substituent effect on 13C NMR. Magn Reson Chem 2011, 49, 700. <https://doi.org/10.1002/mrc.2802>
  • Nummert Vilve, Mäemets Vahur, Piirsalu Mare, Koppel Ilmar A.: Influence of ortho substituents on 17O NMR chemical shifts in phenyl esters of substituted benzoic acids. J Phys Org Chem 2011, 24, 539. <https://doi.org/10.1002/poc.1784>
  • Sen Gupta Susanta K., Mishra Sangeeta: Kinetics of Proton Transfer between Ortho Substituted Benzoic Acids and the Carbinol Base of Crystal Violet in Toluene. Ortho Effect on the Reactivity of Benzoic Acids in Apolar Aprotic Solvents. J. Phys. Chem. A 2011, 115, 4616. <https://doi.org/10.1021/jp110851s>
  • Nummert Vilve, Mäemets Vahur, Piirsalu Mare, Vahur Signe, Koppel Ilmar A.: 17O NMR study of ortho and alkyl substituent effects in substituted phenyl and alkyl esters of benzoic acids. Collect. Czech. Chem. Commun. 2011, 76, 1737. <https://doi.org/10.1135/cccc2011100>
  • Nummert Vilve, Piirsalu Mare, Koppel Ilmar A.: Influence of solvent on the ortho substituent effect in the alkaline hydrolysis of phenyl esters of substituted benzoic acids. J. Phys. Org. Chem. 2010, 23, 497. <https://doi.org/10.1002/poc.1628>
  • Nummert Vilve, Piirsalu Mare, Mäemets Vahur, Vahur Signe, Koppel Ilmar A.: Effect of ortho substituents on carbonyl carbon 13 C NMR chemical shifts in substituted phenyl benzoates. J. Phys. Org. Chem. 2009, 22, 1155. <https://doi.org/10.1002/poc.1569>
  • Nummert Vilve, Piirsalu Mare, Vahur Signe, Travnikova Oksana, Koppel Ilmar A.: Kinetic study of hydrolysis of benzoates. part xxvii. ortho substituent effect in alkaline hydrolysis of phenyl esters of substituted benzoic acids in aqueous Bu4NBr. Collect. Czech. Chem. Commun. 2009, 74, 29. <https://doi.org/10.1135/cccc2008019>
  • Nummert Vilve, Piirsalu Mare, Koppel Ilmar A.: Variation of the temperature-dependent substituent effects with solvent in alkaline hydrolysis of substituted phenyl and alkyl benzoates and phenyl tosylates. J. Phys. Org. Chem. 2007, 20, 778. <https://doi.org/10.1002/poc.1246>
  • Nummert Vilve, Travnikova Oksana, Vahur Signe, Leito Ivo, Piirsalu Mare, Mäemets Vahur, Koppel Ivar, Koppel Ilmar A.: Influence of substituents on the infrared stretching frequencies of carbonyl group in esters of benzoic acid. J. Phys. Org. Chem. 2006, 19, 654. <https://doi.org/10.1002/poc.1112>
  • Fiedler Pavel, Böhm Stanislav, Kulhánek Jiří, Exner Otto: Acidity of ortho-substituted benzoic acids: an infrared and theoretical study of the intramolecular hydrogen bonds. Org. Biomol. Chem. 2006, 4, 2003. <https://doi.org/10.1039/B601875K>
  • Nummert Vilve, Piirsalu Mare, Mäemets Vahur, Koppel Ilmar: Kinetic Study of Hydrolysis of Benzoates. Part XXV. Ortho Substituent Effect in Alkaline Hydrolysis of Phenyl Esters of Substituted Benzoic Acids in Water. Collect. Czech. Chem. Commun. 2006, 71, 107. <https://doi.org/10.1135/cccc20060107>
  • Nummert Vilve, Piirsalu Mare, Mäemets Vahur, Koppel Ilmar: Kinetic study of hydrolysis of benzoates. Part XXIV—Variation of theortho substituent effect with solvent in the alkaline hydrolysis of substituted phenyl benzoates. J. Phys. Org. Chem. 2005, 18, 1138. <https://doi.org/10.1002/poc.967>
  • Nummert Vilve, Piirsalu Mare, Lepp Marika, Mäemets Vahur, Koppel Ilmar: Kinetic Study of Alkaline Hydrolysis of Substituted Phenyl Tosylates. XXII. Variation of Ortho Substituent Effect with Solvent. Collect. Czech. Chem. Commun. 2005, 70, 198. <https://doi.org/10.1135/cccc20050198>