Some Experimental Measurements and Theoretical Studies of 3-Methyl4-[4-(dimethylamino)-benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5- one

Year 2019, , 556 - 570, 31.12.2019

Hilal Medetalibeyoğlu , Haydar Yüksek

https://doi.org/10.35414/akufemubid.554170

Abstract

In this method study, primarily 3-methyl-4-[4-(dimethylamino)-benzylideneamino]-4,5-dihydro-1H1,2,4-triazole-5-one compound is optimized by using DFT (B3LYP, B3PW91 and mPW1PW91) method and 6-311++ G (d,p) basis set. Experimental and theoretical studies on geometric parameters (bond lengths, dihedral angles and bond angles), Non-linear optical properties (NLO), vibration frequencies, UV-vis, 1H- and 13C-NMR spectral values were carried out from the optimized structure. 1H- and 13CNMR chemical shifts were calculated by using Gaussian09W program in gas and solvent (CCl4/DMSO) phase starting from the structure optimized according to GIAO and CSGT methods. The vibration frequencies obtained from B3LYP, B3PW91 and mPW1PW91 methods were compared with experimental frequencies. In addition, the electronic and thermodynamic properties such as mulliken atomic charges electronegativity, electron affinity, ionization potential, molecular softness, molecular hardness, dipole moments, HOMO and LUMO energies, molecular electrostatic potential (MEP) and total energies of this compound are calculated by using the same method.

Keywords

1,2,4 Triazole; B3LYP, B3PW91, mPW1PW91, 6-311++G(d,p), MEP, NLO

3-Metil-4-[4-(dimetilamino)-benzilidenamino]-4,5-dihidro-1H-1,2,4-triazol-5-on’un Bazı Deneysel Ölçümleri ve Teorik Çalışmaları

Abstract

Bu metot çalışmasında, öncelikle
3-metil-4-[4-(dimetilamino)-benzilidenamino]-4,5-dihidro-1H-1,2,4-triazol-5-on bileşiği DFT (B3LYP, B3PW91 ve mPW1PW91) ve
6-311++G(d,p) temel setleri kullanılarak optimize edilmiştir. Optimize edilen
yapıdan geometrik parametreleri (bağ uzunlukları, dihedral açıları ve bağ
açıları), doğrusal olmayan optik özellikleri (NLO), titreşim frekansları, UV-vis,
¹H- ve ¹³C-NMR spektral değerleri üzerine deneysel ve teorik
çalışmalar yürütülmüştür.  ¹H-
ve ¹³C-NMR kimyasal kayma değerleri,  GIAO  ve
CSGT metotlarına göre optimize edilen yapı üzerinden başlanarak gaz ve çözücü
(CCl₄/DMSO) fazında Gaussian09W programı kullanılarak
hesaplanmıştır. Molekülün titreşim dalga sayıları DFT (B3LYP, B3PW91 ve
mPW1PW91)/6-311++G(d,p) temel seti ile çalışılmıştır. Bileşiğin FT-IR ve
FT-Raman spektrumları kaydedilmiş ve gözlemlenen titreşim frekansları belirlenmiştir.
B3LYP, B3PW91 ve mPW1PW91 yöntemlerinde elde edilen titreşim frekansları
deneysel frekanslarla mukayese edilmiştir. Ayrıca, bu bileşiğin mulliken atomik
yükleri, elektronegatiflik, elektron ilgisi, iyonlaşma potansiyeli, moleküler
yumuşaklık, moleküler sertlik, dipol momentleri, HOMO ve LUMO enerjileri, moleküler
elektrostatik potansiyeli (MEP) ve toplam enerjileri gibi elektronik ve
termodinamik özellikleri aynı temel set ve metot kullanılarak hesaplanmıştır.

Keywords

Triazol, B3LYP, B3PW91, mPW1PW91, 6-311G++(d, p), MEP, NLO

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