The Theoretical Investigation of Molecular Structure, Vibrational Spectra and Electronic Properties of Palmitoleic Acid

Year 2020, Volume: 7 Issue: 2, 553 - 573, 30.12.2020

Tugba Göcen , Mehmet Haluk Güven

https://doi.org/10.35193/bseufbd.741065

Cited By: 3

Abstract

In this study, the molecular structure, vibrational spectroscopic and electronic properties of Palmitoleic Acid (cis-9-Hexadecenoic acid, C16:1, POA) were investigated using the Gaussian 09 package program at DFT/B3LYP/6-311++G(d,p) level. Since the crystal structure of POA has not been determined yet, the optimized geometric parameters (bond length, bond angles and dihedral angles) were compared with experimental geometric parameters of Oleic acid (OA) which is isomorphous to the POA. The harmonic vibrational frequencies of the POA were calculated and compared with the experimental vibrational frequencies which obtained from the literature. The assignments of the vibrational frequencies were performed by potential energy distribution (PED) analysis by using VEDA 4 program. The calculated structural parameters and vibrational frequencies of POA are in good agreement with the experimental data. The electronic properties of the molecule were defined on the basis of the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO). The high energy gap between HOMO-LUMO energies shows that the molecule has chemical stability and low reactivity. Molecular electrostatic potential (MEP) surface map, mulliken atomic charges and quantum chemical descriptors such as hardness, softness, electronegativity, chemical potential, ionization potential, electron affinity, electrophilic index, dipole moment were calculated to determine interaction sides in the molecule. Besides, the thermodynamic properties such as heat capacity, entropy, and enthalpy of POA at different temperatures were calculated in gas phase. All thermodynamic parameters increased with increasing temperature.

Keywords

Palmitoleic Acid, Density Functional Theory (DFT), Vibrational Analysis, HOMO, LUMO

Palmitoleik Asidin Moleküler Yapısı, Titreşim Spektrumları ve Elektronik Özelliklerinin Teorik Olarak İncelenmesi

Abstract

Bu çalışmada, Palmitoleik Asit (cis-9-Hekzadekanoik asit, C16:1, POA) ’in moleküler yapısı, titreşimsel spektroskopik ve elektronik özellikleri Gaussian 09 paket programı kullanılarak DFT/B3LYP/6-311++G(d,p) seviyesinde incelenmiştir. POA’ nın kristal yapısının henüz belirlenmediğinden, optimize edilmiş geometrik parametreleri (bağ uzunluğu, bağ açıları ve dihedral açılar), POA’ ya izomorf olan Oleik asidin (OA) deneysel geometrik parametreleriyle karşılaştırılmıştır.POA’ nın harmonik titreşim frekansları hesaplanmış ve literatürden elde edilen deneysel titreşim frekansları ile karşılaştırılmıştır. Titreşim frekanslarının işaretlemeleri, VEDA 4 programı kullanılarak potansiyel enerji dağılımı (PED) analizi ile gerçekleştirilmiştir. POA’ nın hesaplanan yapısal parametreleri ve titreşim frekansları deneysel verilerle uyumludur. Molekülün elektronik özellikleri, en yüksek dolu moleküler orbital (HOMO) ve en düşük boş moleküler orbital (LUMO) temeline dayanılarak belirlenmiştir. HOMO-LUMO enerjileri arasındaki yüksek enerji aralığı molekülün kimyasal kararlılığa ve düşük reaktiviteye sahip olduğunu gösterir. Moleküler elektrostatik potansiyel (MEP) yüzey haritası, mulliken atomik yükleri ve sertlik, yumuşaklık, elektronegatiflik, kimyasal potansiyel, iyonizasyon potansiyeli, elektron afinitesi, elektrofilik indeks, dipol moment gibi kuantum kimyasal tanımlayıcıları moleküldeki etkileşim bölgelerini belirlemek için hesaplanmıştır. Ayrıca, POA’ nın ısı kapasitesi, entropi ve entalpi gibi termodinamik özellikleri farklı sıcaklıklarda hesaplanmıştır. Tüm termodinamik parametreler, artan sıcaklıkla birlikte artmıştır.

Keywords

Palmitoleik asit, Yoğunluk Fonksiyoneli Teorisi (DFT), titreşimsel analiz, HOMO, LUMO

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