Synthesis, molecular structure, spectroscopic analysis, thermodynamic parameters and molecular modeling studies of (2-methoxyphenyl)oxalate

ŞAHİN Z. S., KAYA KANTAR G., ŞAŞMAZ S., Buyukgungor O.

JOURNAL OF MOLECULAR STRUCTURE, vol.1087, pp.104-112, 2015 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 1087
  • Publication Date: 2015
  • Doi Number: 10.1016/j.molstruc.2015.01.039
  • Journal Name: JOURNAL OF MOLECULAR STRUCTURE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.104-112
  • Keywords: DFT, X-ray, Electronic properties, IR, NMR, HYDROGEN-PEROXIDE, NBO ANALYSIS, HOMO-LUMO, CHEMILUMINESCENCE, FLUORESCENT, OXALATES, SPECTRA
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

The aim of this study is to find out the molecular characteristic and structural parameters that govern the chemical behavior of a new (2-methoxyphenyl)oxalate compound and to compare predictions made from theory with experimental observations. The title compound, (2-methoxyphenyl)oxalate, (I), (C16H14O6), has been synthesized. The compound has been characterized by elemental analysis, IR, H-1 NMR, C-13 NMR 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). The calculated results show that the predicted geometry can well reproduce structural parameters. In addition, global chemical reactivity descriptors, molecular electrostatic potential map (MEP), frontier molecular orbitals (FMOs), Mulliken population method and natural population analysis (NPA) and thermodynamic properties have also been studied. The energetic behavior of title compound has been examined in solvent media using polarizable continuum model (PCM). (c) 2015 Elsevier B.V. All rights reserved,