Computational Studies for Inhibitory Action of 2-Mercapto-1-Methylimidazole Tautomers on Steel Using of Density Functional Theory Method (DFT)
International Journal of Computational and Theoretical Chemistry
Volume 4, Issue 1, July 2016, Pages: 1-6
Received: Jun. 2, 2016;
Accepted: Jun. 16, 2016;
Published: Jul. 15, 2016
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Tappa Vinod Kumar, Department of Chemistry, College of Natural and Mathematical Sciences, the University of Dodom, Dodoma, Tanzania
John Makangara, Department of Chemistry, College of Natural and Mathematical Sciences, the University of Dodom, Dodoma, Tanzania
C. Laxmikanth, Department of Physics, College of Natural and Mathematical Sciences, the University of Dodoma, Dodoma, Tanzania
Numbury Surendra Babu, Department of Chemistry, College of Natural and Mathematical Sciences, the University of Dodom, Dodoma, Tanzania
The inhibition activity of thione–thiol tautomers of 2-mercapto-1-methylimidazole (MMI), namely 1-methyl-1H-imidazole-2 (3H)-thione (M1) and 1-methyl-1H-imidazole-2-thiol (M2) has been performed using density functional theory (DFT) B3LYP/6-311G (d, P) basis set level in order to elucidate the different inhibition efficiencies of these compounds as corrosion inhibitors. The calculated structural parameters correlated to the inhibition efficiency are the frontier molecular orbital energies EHOMO (Highest occupied molecular orbital energy), ELUMO (Lowest unoccupied molecular orbital energy), energy gap (ΔE), dipole moment (μ), hardness (η), softness (S), the absolute electronegativity (χ), the electrophilicity index (ω) and the fractions of electrons transferred (ΔN) from thione–thiol tautomer molecules to iron. The highest value of EHOMO is -5.30241 (eV) of M1 indicates the better inhibition efficiency than the other inhibitor M2. In our study, the trend for the (ΔEg gap) values follows the order M1>M2, which suggests that inhibitor M1 has the highest reactivity in comparison to M2 and would therefore likely interact strongly with the metal surface. The parameters like hardness (η), Softness (S), dipole moment (μ), electron affinity (EA) ionization potential (IE), electronegativity (χ) and the fraction of electron transferred (ΔN) confirms the inhibition efficiency in the order of M1>M2.
Tappa Vinod Kumar,
Numbury Surendra Babu,
Computational Studies for Inhibitory Action of 2-Mercapto-1-Methylimidazole Tautomers on Steel Using of Density Functional Theory Method (DFT), International Journal of Computational and Theoretical Chemistry.
Vol. 4, No. 1,
2016, pp. 1-6.
Akrivos PD, Recent studies in the coordination chemistry of heterocyclicthiones and thionates. Coordination Chemistry Reviews. 213 (2001), 181–210.
Marchant B, Lees JF and Alexander WD, Antithyroid drugs. Pharmacol. Ther. 3 (1978), 305-348.
Nakamura H, Noh JY, Itoh K, Fukata S, Miyauchi A and Hamada N, Comparison of methimazole and propylthiouracil in patients with hyperthyroidism caused by graves’ disease. J. Clin. Endocrinol. Metab. 92 (2007), 2157-2162.
Kraka E and Cremer D, Computer design of anticancer drugs. J. Am. Chem. Soc. 122 (2000), 8245–8264.
Karelson M and Lobanov V, Quantum chemical descriptors in QSAR/QSPR studies. Chem. Rev. 96 (1996), 1027–1043.
Hinchliffe A, Modelling Molecular Structures, John Wiley & Sons, New York, 1994.
Hinchliffe A, Chemical Modelling From Atoms to Liquids, John Wiley & Sons, New York, 1999.
Bouayed M and Rabaa H Srhiri A, Saillard JY, and Ben Bachir A, Experimental and theoretical study of organic corrosion inhibitors on iron in acidic medium, Corros. Sci. 41 (1999), 501–517.
Quraishi MA and Sardar R, Corrosion inhibition of mild steel in acid solutions by some aromatic oxadiazoles, Mater. Chem. Phys. 78 (2002), 425–431.
Stupnišek-Lisac E, Podbršc ˇek S and T. Soric ´T, Non-toxic organic zinc corrosion inhibitors in hydrochloric acid, J. Appl. Electrochem. 24 (1994), 779–784.
Touhami F, Aouniti A, Abed Y, Hammouti B, Kertit S, Ramdani A and Elkacemi K, Corrosion inhibition of armco iron in 1 M HCl media by new bipyrazolic derivatives, Corros. Sci. 42 (2000), 929–940.
Tang L, Li X, Li L, Mu G and Liu G, Interfacial behavior of 4-(2-pyridylazo) resorcin between steel and hydrochloric acid, Surf. Coat. Technol. 201 (2006), 384–388.
Hosseini M, Mertens SFL, Ghorbani M and Arshadi MR, Asymmetrical Schiff bases as inhibitors of mild steel corrosion in sulphuric acid media, Mater. Chem. Phys. 78 (2003), 800–808.
Subramanyam NC, Sheshardi BS and Mayanna SA, Thiourea and substituted thioureas as corrosion inhibitors for aluminium in sodium nitrite solution, Corros. Sci. 34 (1993), 563–571.
Domenicano A and Hargittai I, Accurate Molecular Structures, Their Determination and Importance, Oxford University Press, New York, 1992.
Becke AD, Density-functionalthermochemistry. III. The role of exact exchange. J Chem Phys, 8 (1993), 5648-5653
Lee C, Yang W and Parr RG, Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density. Phys Rev B, 37 (1988), 785-793.
Frisch MJ, Trucks GW and Schlegel HB et al. 2009. Gaussian 09, Rev. A. 1 Gaussian, Inc., Wallingford CT.
Tao Z, Zhang S, Li W and Hou B, Adsorption and corrosion inhibition behavior of mild steel by one derivative of benzoic− triazole in acidic solution. Ind. Eng. Chem. Res., 49 (2010), 2593-2599.
Emregul KC and Hayvali M, Studies on the effect of a newly synthesized Schiff base compound from phenazone and vanillin on the corrosion of steel in 2 M HCl. Corros. Sci., 48 (2006), 797-812.
Khaled KF, Babic-Samardzija K and Hackerman N, Theoretical study of the structural effects of polymethylene amines on corrosion inhibition of iron in acid solutions. Electrochim. Acta. 50 (2005), 2515-2520.
Lashkari M and Arshadi MR, DFT studies of pyridine corrosion inhibitors in electrical double layer: solvent, substrate, and electric field effects. Chem J. Chem. Phys., 299 (2004), 131-137.
Parr RG, Donnelly RA, Levy M and Palke WE, Electronegativity- the density functional view point, J. Chem. Phys, 68 (1978), 3801-3807.
Parr RG and Pearson RG, Absolute hardness: comparrion parameter to absolute electronegativity, J. Am. Chem. Soc, 105 (1983), 7512-7516.
Koopmans T, Ordering of wave functions and eigenergies to the individual electrons of an atom. Physica, 1 (1993), 104-113.
Pearson RG, Hard and soft acids and bases, J. Am. Chem. Soc, 85 (22) (1963) 3533-3539.
Parr RG, Szentpaly L and Liu S, Electrophilicity index. J. Am. Chem. Soc, 121 (1999) 1922-1924.
Ayers PW, Anderson JSM and Bartolotti LJ, Perturbative perspectives on the chemical reaction prediction problem. Int. J. Quantum Chem, 101 (2005) 520-534.
Khaled KF, Studies of iron corrosion inhibition using chemical, electrochemical and computer simulation techniques. Electrochim. Acta, 22 (2010) 6523.
Sastri VS and Perumareddi JR. Molecular orbital theoretical studies of some organic corrosion inhibitors. Corrosion, 53,(1997) 617.
Gomez B, Likhanova NV, Dominguez-Aguilar MA, MartinezPalou R, Vela A and Gasquez, J. Quantum chemical study of the inhibitive properties of 2-pyridyl-azoles. J. Phy. Chem B. 110 (2006), 8928-8934.
Udhayakala P, Rajendiran TV and Gunasekaran S, theoretical study using dft calculations on inhibitory action of some pyrazole derivatives on steel. J. Adv. Sci. Res., 3 (3) (2012), 67-74.
Gece G and Bilgic S, Quantum chemical study of some cyclic nitrogen compounds as corrosion inhibitors of steel in NaCl media. Corros Sci., 51 (2009), 1876-1878.
Awad MK, Mustafa MR and Abo Elnga MM, Computational simulation of the molecular structure of some triazoles as inhibitors for the corrosion of metal surface. J. Mol. Struct. (Theochem), 959 (2010), 66-74.
Chris O Akalezi, Conrad K Enenebaku, Emeka E and Oguzie, Application of aqueous extracts of coffee senna for control of mild steel corrosion in acidic environments. Int. J. of Indus. Chem., 3 (2012) 13-25.
Fleming I, Frontier Orbitals and Organic Chemical Reactions, (John Wiley and Sons, New York, 1976.
Chakraborty T and Ghosh DC, Computation of the atomic radii through the conjoint action of the effective nuclear charge and the ionization energy. Mol. Phys., 108 (16) (2010), 2081-2092.
Obi-Egbedi NO, Obot IB, El-Khaiary MI, Umoren SA and Ebenso EE, Computational simulation and statistical analysis on the relationship between corrosion inhibition efficiency and molecular structure of some phenanthroline derivatives on mild steel surface. Int. J. Electrochem. Sci., 6 (2011), 5649-5675.
Ebenso EE, Isabirye DA and Eddy NO, Adsorption and Quantum Chemical Studies on the Inhibition Potentials of Some Thiosemicarbazides for the Corrosion of Mild Steel in Acidic Medium. Int. J. Mol. Sci., 11 (2010), 2473-2498.
Hasanov R, Sadikglu M and Bilgic S, Electrochemical and quantum chemical studies of some Schiff bases on the corrosion of steel in H2SO4 solution. Appl. Surf. Sci., 253 (2007), 3913-3921.
Geerlings P and De Proft F, Chemical Reactivity as Described by Quantum Chemical Methods Int. J. Mol. Sci., 3 (2002), 276-309.
Lukovits I, Kalman E and Zucchi F, Corrosion inhibitors-correlation between electronic structure and efficiency. Corrosion, 57 (2001), 3-8.