Molecular Structure, Geometry Properties, HOMO-LUMO, and MEP Analysis of Acrylic Acid Based on DFT Calculations

Yıl 2023, , 92 - 100, 18.12.2023

Hanifi Kebiroglu , Fermin Ak

https://doi.org/10.54565/jphcfum.1343235

Cited By: 3

Öz

In this paper, quantum computational chemistry methods were employed to calculate the molecular properties of acyrilic acid. The molecule was optimized at STO-3G basis set using Density Functional Theory (DFT/B3LYP). The highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy levels of the frontier orbitals were obtained using DFT. The energy gap of HOMO–LUMO orbitals has been found to be 5.545 eV. Molecular Electrostatic Potential (MEP) surface analyses were also investigated. In addition, the basic crystal structure properties of acrylic acid were shown via the Crystallographic Information File (CIF). A discussion of the fundamental theory was reported behind the characterization methods.

Anahtar Kelimeler

Acyrilic acid, CIF, HOMO and LUMO, MEP, XRD

Kaynakça

• J. Ott, et al., Methanol. Ullmann's encyclopedia of industrial chemistry. 2000 Jun 15.
• P. Wexler and B.D, Anderson, editors. Encyclopedia of toxicology. Academic Press, 2005.
• J. Hellwig, K. Deckardt, and K. O. Freisberg, Subchronic and chronic studies of the effects of oral administration of acrylic acid to rats. Food and Chemical Toxicology, 1993. 31(1): p. 1–18.
• R. Zahnoune, et al., Theoretical survey of Diels-Alder between acrylic acid and isoprene catalyzed by the titanium tetrachloride and titanium tertafluoride. Journal of Molecular Structure, 2022. 1269: 133630.
• J. Frau, F. Muñoz, and D. Glossman-Mitnik, Application of DFT concepts to the study of the chemical reactivity of some resveratrol derivatives through the assessment of the validity of the "Koopmans in DFT" (KID) procedure, 2017. 16(1): 1750006 (13 pages).
• D. Feller, The Role of Databases in Support of Computational Chemistry Calculations. J. Comput. Chem., 1996. 17: p. 1571-1586.
• K. L. Schuchardt, et al., Basis set exchange: a community database for computational sciences. Journal of Chemical Information and Modeling, 2007. 47(3): p. 1045-52.
• EMSL Basis Set Exchange. Available at: https://bse.pnl.gov/bse/portal. Accessed on 19 October 2012.
• F. Jensen, Introduction to Computational Chemistry. 2nd edn Wiley. Chichester, UK, 2007. p. 177-203.
• M.J. Frisch, et al., Gaussian 09 (Verion Revision E. 01). Wallingford, CT, 2009.
• A.D. Becke, Density-Functional Exchange-Energy Approximation With Correct Asymptotic Behavior. Physical Review A: General Physics, 1988. 98: p. 3098-3100.
• A.D. Becke, A new Mixing of Hartree-Fock and Local Density-Functional Theories. Journal of Chemical Physics, 1993. 98: p. 1372-1377.
• Avogadro: an open-source molecular builder and visualization tool. Version 1.XX. http://avogadro.cc/
• M. D. Hanwell, et al., Avogadro: An advanced semantic chemical editor, visualization, and analysis platform. Journal of Cheminformatics, 2012. 4(17).
• N. M. O'Boyle, A. L. Tenderholt, and K. M. Langner, Software News and Updates cclib: A Library for Package-Independent Computational Chemistry Algorithms. Journal of Computational Chemistry, 2008. 29(5): p. 839-845.
• Ş.G. Çalışkan, et al., Molecular Docking, HOMO-LUMO, Quantum Chemical Computation and Bioactivity Analysis of vic-Dioxim Derivatives Bearing Hydrazone Group Ligand and Their NiII and CuII Complexes. Gazi University Journal of Science Part A: Engineering and Innovation, 2022. 9(3): p.299-313.
• E.S. Ashlin, G.E. Sheela, and P.R. Babila, Theoretical density functional analysis with experimental, electronic properties, and NBO analysis on (RS) 3-(-3, 5-Dichlorophenyl)-5-methyl-5-vinyloxazolidine2, 4‑dione. Chemical Physics Impact, 2023. 6: 100186.
• C. A. T. Zepeda, et al., Synthesis, structure determination, NBO analysis and vibrational/electronic spectroscopic study of Iron(II) Bis(diethyldithiocarbamate) [Fe(DDTC)2]. Journal of Molecular Structure, 2023. 135618.
• D. Sharma and S.N. Tiwari, Comparative computational analysis of electronic structure, MEP surface and vibrational assignments of a nematic liquid crystal: 4-n-methyl-4 ́-cyanobiphenyl. Journal of Molecular Liquids, 2016. 214: p. 128–135.
• P. Politzer and J. S. Murray, σ-Hole Interactions: Perspectives and Misconceptions. Crystals, 2017. 7: 212.
• J.M. Campanario, E. Bronchalo, and M.A. Hidalgo, An Effective Approach for Teaching Intermolecular Interactions. Journal of Chemical Education, 1994. 71(9): p. 761–766.
• M. Sheikhi, E. Balali, and H.Lari, Theoretical investigations on molecular structure, NBO, HOMO-LUMO and MEP analysis of two crystal structures of N-(2-benzoyl-phenyl) oxalyl: A DFT study. Journal of Physical & Theoretical Chemistry, 2016. 13(2): p. 155-69.
• P.W. Ayers and R.G. Parr, Lipophilicity and QSAR Study of a Series of Makaluvamines by the Method of the Density Functional Theory: B3LYP/6-311++G(d,p). Journal of the American Chemical Society, 2000. 122: p. 2010-2018.
• K. Saraç, 4-Klorometil-6,8-dimetilkumarin Bileşiğinin Sentezi ve Teorik Kimyasal Hesaplamaları. BEÜ Fen Bilimleri Dergisi, 2018. 7(2): p. 311-319.
• B. Karabulut, 7-Etil-6-klor-2-metilkromon ve 7-Etil-6-klorflavonun Sentezi ve Teorik Hesaplamaları. BEÜ Fen Bilimleri Dergisi, 2020. 9(1): p. 26-35.
• L. Salem. The Molecular Orbital Theory of Conjugated Systems, Publisher: W.A. Benjamin, New York, 1966. 576 pages.
• M. Karplus and R.N. Porter, Atoms and Molecules: An Introduction for Students of Physical Chemistry. Publisher: W.A. Benjamin, New York, 1970. 620 pages.
• T. Tan Trung, et al., Geometry, Vibrational, NBO, MEP and HOMO-LUMO Analysis of Tetrahydrofuran (THF) Based on DFT Calculations. Journal of Science Technology and Food, 2021. 21(2): p. 12-21.
• E. I. Solomon, et al., Oxygen Binding, Activation and Reduction to Water by Copper Proteins. Angewandte Chemie International Edition, 2001. 40(24): p. 4570-4590.
• R. Rijal, H. P. Lamichhane, and K. Pudasainee, Molecular structure, homo-lumo analysis and vibrational spectroscopy of the cancer healing pro-drug temozolomide based on dft calculations. AIMS Biophysics, 2022. 9(3): p. 208–220.
• B. Grenier and R. Ballou, Crystallography: Symmetry groups and group representations. EPJ Web of Conferences, 2012. 22: 00006.
• S. R. Hall, F. H. Allen, and I. D. Brown, The Crystallographic Information File (Cıf): A New Standard Archive File for Crystallography. Acta Crystallographica, 1991. A47: p. 655-685.
• http://www.crystallography.net/cod/index.php, Access Date: 04/04/2023.
• https://jp-minerals.org/vesta/en/, Access Date: 21.04.2023.
• F. Belkhiria, et al., Structural and optical investigations on LaGaO3 synthesis by sol–gel method along with a blue luminescence property. Inorganic Chemistry Communications, 2022. 143: 109807.
• https://www.epfl.ch/schools/sb/research/iphys/teaching/crystallography/reciprograph, Access Date: 21/04/2023.
• V.M. Kadiri, et al., Biocompatible magnetic micro‐and nanodevices: fabrication of FePt nanopropellers and cell transfection. Advanced Materials, 2020. 32(25): 2001114.