2,6-DİMETOKSİBENZOİK ASİT VE TÜREVLERİNİN YAPISAL, KONFORMASYONEL ANALİZ, ELEKTRONİK, LİNEER VE LİNEER OLMAYAN OPTİK ÖZELLİKLERİ ÜZERİNE HESAPLAMALI ÇALIŞMA

Year 2018, Volume: 5 Issue: 1, 1 - 12, 25.07.2018

Güventürk Uğurlu

Abstract

Benzoik asit ve türevleri anti-trombotik ajanlar olarak kullanılmakla birlikte (Yun-Choi et al., 1996) antimikotik etkilerinden ve çok çeşitli tümör hücrelerine karşı sitotoksik etkilerinden dolayı tıp alanındaki araştırmalarda büyük ilgi duyulmaktadır (You et al., 2004). Benzoat türevlerinin çam kurdu zehri olarak kullanılmasının yanı sıra alüminyum, çinko ve bakır gibi farklı metallerde korozyon önleyici özellikleri nedeniyle kullanıldığı bilinmektedir. Ayrıca, bunların gıda maddeleri, kişisel bakım ürünleri ve tıbbi malzemeler için emülgatörler olarak uygulanabileceği ve bazı antimikrobiyal ve böcek öldürücü aktivitelere sahip olduğunu literatürde görebilmekteyiz (Habulin et al., 2008; Qadeer et al., 2007; Saleem et al., 2008). Ester türevleri, tıbbi kimya (Manjinder et al., 2002; Tandon et al., 2002), kiral kaynaklar (Kim et al., 2007; Somlai et al., 2003; Tomasz et al., 2002) ve polimer materyalleri (Atsushi et al., 2003; Pollini et al., 2005) gibi çeşitli alanlarda kullanılmasının yanı sıra 1,2,4-triazol, 1,3,4- tiadiazoller (Khan et al., 2010) ve 1,3,4-oksadiazolleri (Syed et al., 2011) gibi biyoloji açısından önem arz eden heterosiklik bileşiklerin sentezinde kullanılır. Çalışılan moleküllerden 2,6- dimetoksibenzoik asit (Azzena et al., 1990; Portalone, 2009; Portalone, 2011), etil 2,6- dimetoksibenzoat (Khan et al., 2012) moleküllerinin sentezleri yapılarak X-ışınları kırınım metodu ile kristal yapıları ve 1H-NMR, 13C-NMR, FT-IR analizleri belirlenmiştir. Ayrıca, 2,6- dimetoksibenzohidrazid (Qadeer et al., 2007) molekülü sentezlenerek X-ışınları kırınım metodu ile aydınlatılmıştır. Bu çalışmada, I, II, III ve IV moleküllerinin deneysel olarak belirlenen parametreleri desteklemek ve belirlenmeyen konformasyon analizini, nonlineer optik ve elektronik özelliklerini belirlemek amacıyla bilgisayar destekli kuantum kimyasal hesaplamalar ve moleküler modelleme programları kullanılmıştır. Bu çalışmada incelenen moleküllerin kimyasal yapıları Şekil 1’de verilmiştir.

Keywords

DİMETOKSİBENZOİK, ASİT, KONFORMASYONEL

2,6-DİMETOKSİBENZOİK ASİT VE TÜREVLERİNİN YAPISAL, KONFORMASYONEL ANALİZ, ELEKTRONİK, LİNEER VE LİNEER OLMAYAN OPTİK ÖZELLİKLERİ ÜZERİNE HESAPLAMALI ÇALIŞMA

Abstract

In this study, quantum chemistry calculations have been performed to determine the ground state geometry optimization, energy, the dipole moment (μ), mean polarizability (α), the total first static hyperpolarizability (β), highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) of 2,6-dimethoxybenzoic acid (I), 2,6- dimethoxybenzamide (II), 2,6-dimethoxybenzohydrazide (III) and ethyl 2,6- dimethoxybenzoate (IV) molecules using ab initio Hartree-Fock (HF) and Density Functional Theory (DFT/B3LYP) with the 6-311++G (d, p) basis set. 1H and 13C Nuclear Magnetic Resonance (NMR) chemical shifts calculations have been performed by using the DFT/B3LYP/6-311+G(2d,p) and HF/6-31G(d) methods. In addition, using the calculated the highest occupied molecular orbital energies (EHOMO) and the lowest unoccupied molecular orbital energies (ELUMO), electronic properties of the studied molecules such as energy gap (∆E=ELUMO-EHOMO), chemical potential μ, electrophilic index ω, ionization potential IP, electron affinity EA, electronegativity χ, molecular softness S, molecular hardness η were obtained. The dipole moment value of I molecule was the highest the dipole moment values in the studied molecules. Structural values of these molecules compared with data in the literature From the calculation results, it is seen that there is a good fit between the observed and calculated geometric parameters

Keywords

Hiperpolarizebilite, Polarizebilite, 2,6-dimethoxybenzoic acid

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