Chemical Activity and Spectroscopic Studies of 3,5- Di- Tert-butyl-2-Hydroxybenzaldehyde Compound

Year 2023, , 285 - 297, 01.03.2023

Enis Güzel , Mustafa Macit , Ebru Ergüzeloğlu , Metin Yavuz

https://doi.org/10.21597/jist.1170357

Abstract

The single-crystal X-ray diffraction, IR and 1H-NMR study mentioned in the title previously have been experimentally performed. In this study, along with previous studies, X-ray diffraction, FT-IR, UV-Vis, 13C-NMR and 1H-NMR studies were carried out. The results obtained from the spectroscopic data are discussed together with the theoretical results. Hirshfeld surface analysis was used to obtain information and visualizations about molecular surface morphology. To obtain the interactions between atoms in the molecular structure, 2-D (2-dimensional) fingerprint graphs were produced. The chemical shifts of 1H-NMR and 13C-NMR were calculated for the title compound. In addition, the optical properties of the investigated compound were investigated. Hardness and softness calculations, known as chemical activity parameters, were calculated for the molecule. Finally, in order to increase the richness of the research, the highest occupied molecular orbital - the lowest unoccupied molecular orbital (HOMO-LUMO) studies were carried out.

Keywords

C15H22O2, FT-IR, NMR, HOMO-LUMO, Hirshfeld Surface Analysis

3,5-Di-Tert-Bütil-2-Hidroksibenzaldehit Bileşiğinin Kimyasal Aktivite ve Spektroskopik Çalışmaları

Abstract

Başlıkta belirtilen ve önceden tek kristal X-ışını kırınım, IR ve 1H-NMR çalışması deneysel olarak yapılmıştır. Bu çalışmada daha önceden yapılan çalışmalar ile birlikte, X-ışını kırınımı, FT-IR, UV-Vis, 13C-NMR ve 1H-NMR çalışmaları gerçekleştirilmiştir. Spektroskopik verilerden elde edilen sonuçlar teorik olarak elde edilen sonuçlar ile birlikte tartışılmıştır. Moleküler yüzey morfolojisi hakkında bilgi ve görsel elde etmek için Hirshfeld yüzey analizi kullanılmıştır. Moleküler yapı içerisinde bulunan atomların aralarındaki etkileşimleri elde etmek için 2-D(2-boyutlu) parmak izi grafikleri üretilmiştir. Başlık bileşiği için 1H-NMR ve 13C-NMR kimyasal kaymaları hesaplanmıştır. Ek olarak, araştırılan bileşiğin optik özellikleri araştırılmıştır. Kimyasal aktivite parametreleri olarak bilinen sertlik ve yumuşaklık hesaplamaları molekül için hesaplanmıştır. Son olarak, araştırmanın zenginliğinin artması amacıyla en yüksek dolu moleküler orbital-en düşük boş moleküler orbital (HOMO-LUMO) çalışmaları gerçekleştirilmiştir.

Keywords

C15H22O2, FT-IR, NMR, HOMO-LUMO, Hirshfeld Yüzey Analizi

References

• Chu, Z. L., Huang, W., Cui, K., Guo, S. H. (2004). 3,5 Di-tert-butyl-2-hydroxybenzaldehyde. Acta Crystallographica, E60, o1043-o1045.
• Coruh, U., Ustabas, R,, Yılmaz, I., Yavuz, M. (2003). 4,5-Dicyano-1,2bis (2- dimethylaminoethylsulfanyl) benzene. Acta Crystallographica, E59: 8.
• Demircioğlu, Z., Ersanli, C. C., Kaya Kantar, G., Sasmaz, S. (2019). Spectroscopic, Hirshfeld Surface, X-ray Diffraction Methodologies and local & Global Chemical Activity Calculations of 5-(2-methoxy-4-(prop-1-en-1-yl) phenoxy) pyrazine-2,3-dicarbonitrile. Journol of Molecular Structure, 25-37.
• Ersanli, C. C., Kaya Kantar, G., Demircioğlu, Z., Sasmaz, S. (2018). 4-(2-Methoxy-4-(prop-1-enyl)phenoxy)phthalonitrile; Synthesis, Characterization, Hirshfeld Surface Analysis and Chemical Activity Studies. Molecular Crystals and Liquid Crystals, 667.
• Ersanli, C. C., Kaya Kantar, G., Sasmaz, S. (2012). Crystallographic, Spectroscopic (FTIR and NMR) and Quantum Computational Calculation Studies on bis(2-methoxy-4-((E)-prop-1-enyl) phenyl)oxalate. Journol of Molecular Structure, 2017, 318-327. Farrugia, L. J. (2012). WinGX and ORTEP for Windows: an Update. Journal of Applied Crystallography, 45, 849-854.
• Güzel, E., Demircioğlu, Z., Çicek, C., Ağar, E. (2020). Experimental and Theoretical Approach: Local and Global Chemical Activity, Charge Transfer Method witd DNA Bases, Spectroscopic, Structural and Electronic Properties of (E)-2-(((4-fluorophenyl)imino)methyl)-4-methoxyphenol. Journol of Molecular Structure, 1204.
• Güzel, E., Demircioğlu, Z., Çicek, C., Ağar, E., Yavuz, M. (2021). Experimental(XRD,FTIR,UV-Vis,NMR) and Theoretical Investigations(Chemical Activity Descriptors, NBO,DNA/ECT) of (E)-2-((2-hydroxy-5-methoxybenzylidene)amino)-4-nitrophenol. Molecular Crystals and Liquid Crystals, 721.
• Hadjoudis, E. ve Mavridis, I. M. (2004). Photochromism and Thermochromism of Schiff Bases in the Solid State: Structural Aspects. Chemical Society Reviews, 33: 579–588.
• Kılıç Cıkla, I., Güveli, S.,¸ Yavuz, M., Bal Demirci, T., Ülküseven, B. (2016). 5-Methyl-2-hydroxy-acetophenone-thiosemicarbazone and its nickel(II) Complex: Crystallographic, spectroscopic (IR,NMR and IV) and DFT studies. Polyhedron, 105: 104-114.
• Kurnaz, P., Yüksektepe Ataol, C., Bati, H., Büyükgüngör. O. (2016). XRD, FTIR, 1H NMR, 13C NMR and UV Spectroscopic and Computational Studies of [3-(hydroxyimino) butam-2-ylidene] furan-2’-carbohydrazide. Molecular Crystals and Liquid Crystals, 634: 61-72.
• Mesbah, M., Douadi, T., Sahli, F., Issaadi, S., Boukazoula, S., Chafaa, S. (2018). Synthesis, Characterization, Spectroscopic Studies and Antimicrobial Activity of Three New Schiff Bases Derived from Heterocyclic Moiety. Journal of Molecular Structure, 1151: 41-48.
• Ocak, N., Coruh, U., Kahveci, B., Sasmaz, S., Agar, E., Vázquez López, E. M., Erdönmez A. (2003). 1-acetyl-3-(p-chlorobenzyl)-4-(p-chlorobenzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-one. Acta Crystallographica Section e-Structure Reports Onlıne, 59: 750-752.
• Ramalingam, M., Sethuraman, V., Sundaraganesan, N. (2011). Molecular Structure,Vibrational Spectroscopic, First Order Hyperpolarizability and HOMO-LUMO studies of 7-amino-8-oxo-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid. Spectrochimica Acta Part A, 78:660-669.
• Salamci, E., Ustabas, R., Coruh, U., Yavuz, M., Vázquez López, E. M. (2006). Cyclooctane-1,2,5,6-tetrayl tetraacetate. Acta Crystallographica, E62: 7.
• Sheldrick, G. M. (2015). SHELXT - Integrated space-group and crystal-structure determination. Acta Crystallography, A 71, 3-8.
• Sheldrick, G.M. (2015). Crystal structure refinement with SHELXL. Acta Crystallography, C 71, 3-8.
• Stoe & CieX*area Version 1.18 and X-red32 Version 1.04, Steo & Cie, (2002). Germany: Damstadt.
• Ustabas, R., Salamci, E., Coruh, U., Vázquez López, E. M., Yavuz M. (2006). (1RS,2SR,6SR,7SR)-4,10-Dioxatricyclo [5.2.1.02,6]dec-8-en-3-one. Acta Crystallography, E62: 1.
• Ustabas, R., Sancak, K., Er, M., Ünver, Y., Coruh, U., Vázquez López, E. M., Yavuz, M. (2005). Ethene-1,1,2,2-tetrayltetramethylene tetrathiocyanate. Acta Crystallography, E61: 7.
• Varsanyi, G. (1969). Vibrational Spectra of Benzene Derivatives. NewYork: Academic Press.
• Wolff, S. K., Grimwood, D. J., McKinnon, J. J., Jayatilaka, D., Spackman, M. A. (2012). CrystalExplorer 3.1. Australia: University of Western Australia.