Synthesis, spectroscopic investigation and computational study of 3-(1-(((methoxycarbonyl)oxy)imino)ethyl)-2H-chromen-2-one.
The molecular structure and vibrational modes of 3-acetylcoumarin oxime carbonate (abbreviated as 3-ACOC) have been investigated by FT-IR, FT-Raman, NMR spectra and also by computational methods using HF and B3LYP with 6-311++G(d,p) basis set. The optimized geometric parameters (bond lengths, bond angles and dihedral angles) were in good agreement with the corresponding experimental values of 3-ACOC. The calculated vibrational frequencies of normal modes from DFT method matched well with the experimental values. The complete assignments were made on the basis of the total energy distribution (TED) of the vibrational modes. NMR ((1)H and (13)C) chemical shifts were calculated by GIAO method and the results were compared with the experimental values. The other parameters like dipole moment, polarizability, first order hyperpolarizability, zero-point vibrational energy, E(HOMO), E(LUMO), heat capacity and entropy have also been computed.
Department of Chemistry, Annamalai University, Annamalainagar 608 002, Tamil Nadu, India.
K Gokula
KG
Krishnan
Department of Chemistry, Annamalai University, Annamalainagar 608 002, Tamil Nadu, India.
R
R
Sivakumar
Department of Chemistry, Annamalai University, Annamalainagar 608 002, Tamil Nadu, India. Electronic address: profvt.chemau@gmail.com.
V
V
Thanikachalam
Department of Physics, Annamalai University, Annamalainagar 608 002, Tamil Nadu, India.
H
H
Saleem
Department of Chemistry, Annamalai University, Annamalainagar 608 002, Tamil Nadu, India.
M
M
Arockia doss
D066241:Carbon-13 Magnetic Resonance Spectroscopy; D003374:Coumarins / Q000737:chemistry*; D004583:Electrons; D007097:Imines / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D017711:Nonlinear Dynamics; D055620:Optical Phenomena; D066244:Proton Magnetic Resonance Spectroscopy; D017550:Spectroscopy, Fourier Transform Infrared; D013059:Spectrum Analysis, Raman; D055672:Static Electricity; D013816:Thermodynamics; D014732:Vibration
D003374:Coumarins; D007097:Imines; C094809:3-acetylcoumarin
3-Acetylcoumarin oxime carbonate; HOMO–LUMO; NBO; Non-linear optical; Vibrational assignments