Thermodynamics and kinetics of hydrogen transfer mechanism in1-((E)-1, 3-Benzothiazol-2-Ylazo) naphthalen-2-Ol tautomers in aqueous medium-density functional theory
Joint Authors
Semire, Banjo
Ibrahim, Asiata Omotayo
Oyebamiji, Abil Kolawole
Source
Issue
Vol. 60, Issue 4 (30 Apr. 2019), pp.677-688, 12 p.
Publisher
University of Baghdad College of Science
Publication Date
2019-04-30
Country of Publication
Iraq
No. of Pages
12
Main Subjects
Topics
Abstract EN
Enol-Keto tautomerism in 1-[(E)-1,3-benzothiazol-2-ylazo]naphthalen-2-ol has been studied using the B3LYP functional of density functional theory (DFT) with 6-31G(d,p) basis set.
Relative and absolute energies, transition state geometries (TS), dipole moments, entropies, enthalpies and Gibbs free energies, equilibrium constants (KT) and rate of tautomerization (kr) were calculated.
Also, the computations of geometries and vibration frequencies for the tautomers were calculated and compared.
The results of the calculations showed that the enol form is the most stable form than other isomers, this might be due to intra-hydrogen bonding.
The TS1 activation energies for tautomer A ↔ B, tautomer A ↔ C and tautomer B ↔ C are 92.65, 199.56 and 225.71 kJ/mol respectively.
The TS1 is lower than TS2 by 102 kJ/mol, showing that A ↔ B and B ↔ C paths are thermodynamic control and A ↔ C path is a kinetic control.
The overall calculated KT ≈ 1, indicating that all tautomers present in significant proportions.
American Psychological Association (APA)
Ibrahim, Asiata Omotayo& Oyebamiji, Abil Kolawole& Semire, Banjo. 2019. Thermodynamics and kinetics of hydrogen transfer mechanism in1-((E)-1, 3-Benzothiazol-2-Ylazo) naphthalen-2-Ol tautomers in aqueous medium-density functional theory. Iraqi Journal of Science،Vol. 60, no. 4, pp.677-688.
https://search.emarefa.net/detail/BIM-969238
Modern Language Association (MLA)
Semire, Banjo…[et al.]. Thermodynamics and kinetics of hydrogen transfer mechanism in1-((E)-1, 3-Benzothiazol-2-Ylazo) naphthalen-2-Ol tautomers in aqueous medium-density functional theory. Iraqi Journal of Science Vol. 60, no. 4 (2019), pp.677-688.
https://search.emarefa.net/detail/BIM-969238
American Medical Association (AMA)
Ibrahim, Asiata Omotayo& Oyebamiji, Abil Kolawole& Semire, Banjo. Thermodynamics and kinetics of hydrogen transfer mechanism in1-((E)-1, 3-Benzothiazol-2-Ylazo) naphthalen-2-Ol tautomers in aqueous medium-density functional theory. Iraqi Journal of Science. 2019. Vol. 60, no. 4, pp.677-688.
https://search.emarefa.net/detail/BIM-969238
Data Type
Journal Articles
Language
English
Notes
Includes bibliographical references : p. 686-688
Record ID
BIM-969238