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, cilt.143, ss.91-100, 2015 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 143
  • Basım Tarihi: 2015
  • Doi Numarası: 10.1016/j.saa.2015.02.032
  • Dergi Adı: SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.91-100
  • Anahtar Kelimeler: Condensation reactions, Hydrazone, DFT, X-ray, Non-linear optic, HOMO-LUMO, MOLECULAR-STRUCTURE, CRYSTAL-STRUCTURE, HYDRAZONES, PHENYLHYDRAZONES, STABILITY
  • Gazi Üniversitesi Adresli: Evet

Özet

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.