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A quantitative assessment of the reactivity of the regioisomers of xylenol by investigation of rapid chlorination kinetics in aqueous solution employing hydrodynamic voltammetry complemented by molecular docking with acetylcholinesterase: A two‐pronged approach
Author(s) -
Borkar Vitthal T.
Publication year - 2021
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/kin.21460
Subject(s) - chemistry , structural isomer , aqueous solution , reactivity (psychology) , steric effects , reagent , kinetics , computational chemistry , organic chemistry , medicine , physics , alternative medicine , pathology , quantum mechanics
Kinetic data is an elegant tool to quantitatively assess structure—reactivity correlation of organic substrates in reactions and is immaculate if endorsed with complementary information. Halogenations of aromatic substrates in aqueous medium are rapid reactions necessitating special techniques for their study. Their rates depend on nature of the reagents, nucleophilicity of the substrates, and steric compulsions involved. Herein, the rapid uncatalyzed chlorination kinetics of six regioisomers of xylenol by aqueous chlorine has been investigated using hydrodynamic voltammetry. These data have been supported with those obtained from molecular docking studies of the xylenol regioisomers with acetylcholinesterase in this two‐pronged approach. The magnitudes of the velocity constants, energies of activation, frequency factors, and entropy of activation in these six reactions assess, quantitatively and unambiguously, the reactivity of the regioisomers of xylenol when complemented with the binding energy data obtained from molecular docking.