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

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

  • Spectrochim Acta A Mol Biomol Spectrosc. 2015 May 15:143:91-100. doi: 10.1016/j.saa.2015.02.032.
Zarife Sibel Şahin 1,  Hülya Şenöz 2,  Habibe Tezcan 3,  Orhan Büyükgüngör 4
Affiliations

Affiliations

  • 1 Department of Energy Systems Engineering, Faculty of Engineering and Architecture, Sinop University, 57000 Sinop, Turkey. Electronic address: [email protected].
  • 2 Department of Chemistry, Faculty of Science, Hacettepe University, 06800 Ankara, Turkey.
  • 3 Department of Chemistry, Faculty of Gazi Education, Gazi University, Teknikokullar, 06500 Ankara, Turkey.
  • 4 Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, 55139 Samsun, Turkey.
PMID: 25721779 DOI: 10.1016/j.saa.2015.02.032
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).

Keywords

Condensation reactions; DFT; Hydrazone; Non-linear optic; X-ray.

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