COMPUTATIONAL CHEMISTRY: MOLECULAR STRUCTURE, SPECTROSCOPIC (UV-VISIBLE AND IR), ELECTRONIC, CHEMICAL AND THERMOCHEMICAL ANALYSIS OF 3'-PHENYL-1,2- DIHYDROSPIRO[INDENO[5,4-B]FURAN-7,2'-OXIRAN]-8(6H)-ONE

Abstract

Present investigation deals with the synthesis and density functional theory study (DFT) of a new epoxide derivative; 3' - phenyl-1,2-dihydrospiro[indeno[5,4-b]furan-7,2'-oxiran]-8(6H)-one (PHIFO). The synthesis of a PHIFO has been carried out by the reaction of (E)-7-benzylidene-1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-one with alkaline hydrogen peroxide in ethanol at room temperature. The structure of a synthesized epoxide derivative is affirmed on the basis of a proton nuclear magnetic resonance spectroscopy. The geometry of a PHIFO is optimized by using the density functionaltheory method at the B3LYP/6-31G(d,p) basis set. The optimized geometrical parameters like bond length and bond angles have been computed. The absorption energies, oscillator strength, and electronic transitions have been derived at the TD-DFT method at the B3LYP/6-31G(d,p) level of theory for B3LYP/6-31G(d p) optimized geometries. The effect of polarity on the absorption eneergies is discussed by computing UV-visible results in dichloromethane (DCM). The vibrational wavenumbers are assigned to various functional groups and the gas phase vibrational data is compared with vibrational data obtained in the DCM. Quantum chemical parameters have been determined and examined. Molecular electrostatic potential (MEP) surface plot analysis has been carried out at the same level of theory. Some thermodynamic functions have likewise been examined. Mulliken atomic charge study is also discussed in the present study. The thermochemical data consisting total energy, heat capacity at constant volume, total entropy, zero-point vibrational energy, and rotational constants have been evaluated from harmonic vibrational frequencies.