4-AMİNO-2-METİL-7(TRİFLOROMETİL)KİNOLİN MOLEKÜLÜNÜN BAZI ÖZELLİKLERİNİN DENEYSEL VE TEORİK SPEKTROSKOPİK YÖNTEMLERLE İNCELENMESİ

Year 2021, Volume: 1 Issue: 2, 46 - 64, 31.12.2021

Tevfik Raci Sertbakan

Abstract

Bu çalışmada, 4-amino-2-metil-7(triflorometil)kinolin molekülünün (Kısaltma. AM7TFMQ) teorik hesaplamaları B3LYP yöntemi ve cc-pVDZ ve 6-311G(d,p) temel setleri kullanılarak Yoğunluk Fonksiyonu Teorisi (DFT) yazılımı olan Gaussian09 programında yapılmıştır. Bu hesaplamalar molekülün gaz fazında yapıldı. AM7TFMQ molekülünün en kararlı yapısını bulmak için Gaussian09 paket programında yer alan teorik yöntemler kullanıldı. Molekülün harmonik titreşim frekansları, aynı programda benzer yöntemler ve temel setlerkullanılarak hesaplanmıştır. Hesaplanan bu frekanslar ölçeklendi. Daha sonra deneysel karşılaştırma için Kızılötesi ve Raman spektroskopi teknikleri kullanılmıştır. Bu titreşim modları, TED analizine dayalı SQM programı kullanılarak 6-311G(d,p) temel setine göre çizilmiştir. Hesaplanan bu frekansların gözlenen değerlerle oldukça uyumlu olduğu görülmüştür. AM7TFMQ molekülünün en yüksek enerjili moleküler orbital (HOMO) ve en düşük enerjili boş moleküler orbital (LUMO) enerjileri tespit edildi. Moleküler orbitallerdeki geçişlerin molekül içindeki yük transferlerinden dolayı meydana geldiği söylenebilir. Ek olarak, AM7TFMQ molekülünün moleküler elektrostatik potansiyel (MEP) haritaları DFT yöntemi ile çizildi. Dimetil sülfoksit çözeltisi içinde NMR spektrumu alınarak deneysel 1H ve 13C kimyasal kaymaları gözlemlendi. Bu kaymalar teorik olarak, atomik orbital (GIAO –The Gauge Invariant Atomic Orbitaller) koruyucu tensörleri içeren gösterge kullanılarak hesaplandı. Deneysel ve teorik NMR sonuçlarımız oldukça uyumludur.

Keywords

4-amino-2-metil-7(triflorometil)kinolin, FT-IR Spektrum, Raman Spektrum, NMR Spektrum, DensityFunctional Theory (DFT)

INVESTIGATION OF SOME PROPERTIES OF 4-AMINO-2-METHYL-7(TRIFLUOROMETHYL)QUINOLINE MOLECULE BY EXPERIMENTAL AND THEORETICAL SPECTROSCOPIC METHODS

Abstract

In this study, the theoretical calculations of the 4-amino-2-methyl-7(trifluoromethyl)quinoline molecule (Abbr. AM7TFMQ) were made using the B3LYP method and the basis sets cc-pVDZ and 6-311G(d,p) in Gaussian09 program, which is a Density Function Theory (DFT) software. These calculations were made in the gas phase of the molecule. To find the most stable conformation of the AM7TFMQ molecule, the theoretical methods included in the Gaussian09 package program were used. Harmonic vibration frequencies of the molecule were calculated using similar methods and basis sets in the same program. These calculated frequencies were scaled. Then, Infrared and Raman spectroscopy techniques were used for experimental comparison. These vibrational modes were plotted on the 6-311G(d,p) basis set using the SQM program based on TED analysis. It has been observed that these calculated frequencies are quite compatible with the observed values. The highest energy occupied molecular orbital (HOMO) and the lowest energy unoccupied molecular orbital (LUMO) energies of the AM7TFMQ molecule were detected. It can be said that the transitions in these molecular orbitals occur due to the charge transfers in the molecule. Additionally, the molecular electrostatic potential (MEP) maps of the AM7TFMQ molecule were draw by the DFT method. The experimental 1H and 13C chemical shifts were observed by taking NMR spectrum in dimethyl sulfoxide solution. These shifts were theoretically calculated using gauge including atomic orbital (GIAO–The Gauge Invariant Atomic Orbitals) shielding tensors. Our experimental and theoretical NMR results are highly compatible.

Keywords

4-amino-2-methyl-7(trifluoromethyl)quinolone, FT-IR Spectra, Raman Spectra, NMR Spectra, DensityFunctional Theory (DFT)

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