Synthesis, spectral analysis, structural elucidation and quantum chemical studies of (E)-methyl-4-[(2-phenylhydrazono) methyl]benzoate


ŞAHİN Z. S. , ŞENÖZ H., Tezcan H., BÜYÜKGÜNGÖR O.

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, vol.143, pp.91-100, 2015 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 143
  • Publication Date: 2015
  • Doi Number: 10.1016/j.saa.2015.02.032
  • Journal Name: SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.91-100
  • Keywords: Condensation reactions, Hydrazone, DFT, X-ray, Non-linear optic, HOMO-LUMO, MOLECULAR-STRUCTURE, CRYSTAL-STRUCTURE, HYDRAZONES, PHENYLHYDRAZONES, STABILITY
  • Gazi University Affiliated: Yes

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, H-1 NMR, C-13 NMR, UV-Vis spectroscopies and single crystal X-ray diffraction techniques. Optimized molecular structure, harmonic vibrational frequencies, H-1 and C-13 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). (C) 2015 Elsevier B.V. All rights reserved.