title: Synthesis, structural characterization and comparison of experimental and theoretical results by DFT level of molecular structure of 4-(4-methoxyphenethyl)-3,5-dimethyl-4H-1,2,4-triazole.
abstract: 4-(4-Methoxyphenethyl)-3,5-dimethyl-4H-1,2,4-triazole (3) was synthesized from the reaction of ethyl N'-acetylacetohydrazonate (1) with 2-(4-methoxyphenyl)ethanamine (2). The structure of the title compound 3 has been inferred through IR, (1)H/(13)C NMR, mass spectrometry, elemental analyses and combination of X-ray crystallography and theoretical methods. In addition to the molecular geometry from X-ray determination, the molecular geometry and vibrational frequencies of the title compound 3 in the ground state, were calculated using the density functional method (B3LYP) with the 6-31G(d) basis set. The calculated results show that the optimized geometry can well reproduce the crystal structure and the theoretical vibrational frequencies show good agreement with experimental values. The nonlinear optical properties are also addressed theoretically. The predicted nonlinear optical properties of 3 are greater than ones of urea. In addition, DFT calculations of molecular electrostatic potentials and frontier molecular orbitals of the title compound were carried out at the B3LYP/6-31G(d) level of theory.
authors.affiliation: Department of Chemistry, Faculty of Sciences, Karadeniz Technical University, 61080 Trabzon, Turkey.
authors.forename: Esra
authors.initials: E
authors.lastname: Düğdü
authors.forename: Yasemin
authors.initials: Y
authors.lastname: Ünver
authors.forename: Dilek
authors.initials: D
authors.lastname: Ünlüer
authors.forename: Hasan
authors.initials: H
authors.lastname: Tanak
authors.forename: Kemal
authors.initials: K
authors.lastname: Sancak
authors.forename: Yavuz
authors.initials: Y
authors.lastname: Köysal
authors.forename: Şamil
authors.initials: Ş
authors.lastname: Işık
mesh_terms: D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008958:Models, Molecular; D008968:Molecular Conformation; D017711:Nonlinear Dynamics; D011789:Quantum Theory; D017550:Spectroscopy, Fourier Transform Infrared; D055672:Static Electricity; D013816:Thermodynamics; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D014732:Vibration
chemical_list: D014230:Triazoles; C045575:1,2,4-triazole