A Novel Method to Quantify the Nucleophilicity of Dihydroxy Benzoic Acid Regioisomers by Polarography
Author Affiliations
- 1Department of Chemistry, Nowrosjee Wadia College, affiliated to SPPU, Pune 411 001, India
- 2Department of Chemistry, Nowrosjee Wadia College, affiliated to SPPU, Pune 411 001, India
- 3Department of Chemistry, Nowrosjee Wadia College, affiliated to SPPU, Pune 411 001, India
- 4Department of Chemistry, Nowrosjee Wadia College, affiliated to SPPU, Pune 411 001, India
- 5Department of Chemistry, Nowrosjee Wadia College, affiliated to SPPU, Pune 411 001, India
Res.J.chem.sci., Volume 6, Issue (12), Pages 56-58, December,18 (2016)
Abstract
The reduction propensities of 2,6-dihydroxy benzoic acid (2,6-DBA) and 3,5-dihydroxy benzoic acid (3,5-DBA) in aqueous medium using classical polarography have been studied to portray their reactivity in aromatic substitution reactions in terms of their relative nucleophilicity. The half-wave reduction potentials for 2,6-DBA and 3,5-DBA have been found to be 800 and 900 mV respectively indicating lower nucleophilicity for 2,6-DBA than that of 3,5-DBA. These results have been confirmed from complementary data by kinetic studies for the iodination of these two regioisomers. This two-pronged complementary study assesses the reactivity of the two substrates in a quantitative manner.
References
- Berliner E. (1966)., The Current State of Positive Halogenating Agents., J.Chem. Edu., 43(3), 124‐133.
- Bonde S.L., Dangat V.T., Borkar V.T. and Yadav R.P. (2012)., Rapid Iodinations of Xylidines in Aqueous Medium: Kinetic Verification of Speculated Reactivities., Res.J.Chem.Sci., 2(6), 1‐5.
- Bashir W, Borkar V.T. and Dangat V.T. (2015)., A Quantitative Assessment of the Nucleophilicity of Cytocine in Aqueous Solution by Polarography Complemented by Hydrodynamic Voltammetry., Oriental J. of Chem., 31(4), 2421-2425.
- Borkar V.T. and Dangat V.T. (2014)., Structure-Reactivity Correlation of Thiophene and Thiophene -2- Sulfonic Acid by Investigation of Rapid Kinetics of Bromination in Aqueous Medium., Res.J.Chem.Sci., 4(2), 48‐51.
- Bashir W., Borkar V.T. and Dangat V.T. (2016)., Rapid Bromination Study of Nuclebase-Uracil in Aqueous Medium by Hydrodynamic Voltammetry., Asian Journal f Chemistry, 28(8), 1871-1872.