title: Synthesis, spectral analysis, structural elucidation and quantum chemical studies of (E)-methyl-4-[(2-phenylhydrazono)methyl]benzoate.
abstract: The title compound, (E)-methyl-4-[(2-phenylhydrazono)methyl]benzoate, (I), (C15H14N2O2), has been synthesized by condensation reaction of methyl-4-formylbenzoate and phenylhydrazine. The compound has been characterized by elemental analysis, IR, (1)H NMR, (13)C NMR, UV-Vis spectroscopies and single crystal X-ray diffraction techniques. Optimized molecular structure, harmonic vibrational frequencies, (1)H and (13)C NMR chemical shifts have been investigated by B3LYP/6-31G(d,p) method using density functional theory (DFT). Global chemical reactivity descriptors, natural population analysis (NPA), thermodynamic and non-linear optical (NLO) properties have also been studied. The energetic behavior of the compound has been examined in solvent media using the integral equation formalism polarizable continuum model (IEF-PCM).
authors.affiliation: Department of Energy Systems Engineering, Faculty of Engineering and Architecture, Sinop University, 57000 Sinop, Turkey. Electronic address: zarifesibel@sinop.edu.tr.
authors.forename: Zarife Sibel
authors.initials: ZS
authors.lastname: Şahin
authors.affiliation: Department of Chemistry, Faculty of Science, Hacettepe University, 06800 Ankara, Turkey.
authors.forename: Hülya
authors.initials: H
authors.lastname: Şenöz
authors.affiliation: Department of Chemistry, Faculty of Gazi Education, Gazi University, Teknikokullar, 06500 Ankara, Turkey.
authors.forename: Habibe
authors.initials: H
authors.lastname: Tezcan
authors.affiliation: Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, 55139 Samsun, Turkey.
authors.forename: Orhan
authors.initials: O
authors.lastname: Büyükgüngör
mesh_terms: D001565:Benzoates / Q000138:chemical synthesis / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006835:Hydrazones / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D011789:Quantum Theory; D013237:Stereoisomerism; D013816:Thermodynamics
chemical_list: D001565:Benzoates; D006835:Hydrazones; C000604639:methyl-4-((2-phenylhydrazono)methyl)benzoate
keywords: Condensation reactions; DFT; Hydrazone; Non-linear optic; X-ray