Synthesis, structural and spectroscopic characterization, and quantum analysis of the chemical reactivity of 2-oxo-2h-chromen-4-yl 2, 2-dimethylpropionate in gas and solution phases

Abstract

The compound 2-oxo-2H-chromen-4-yl 2,2-dimethylpropionate was synthesized via O-acylation of 4-hydroxycoumarin with pivaloyl chloride in the presence of pyridine as a base and diethyl ether as a solvent. The resulting molecular structure was elucidated through spectroscopic techniques including ESI-MS, FT-IR, 1H and 13C NMR, as well as single-crystal X-ray diffraction. Quantum chemical calculations were also performed using density functional theory (DFT) at the B3LYP/6-311++G** level of theory to investigate the structural and electronic properties of the compound. The optimized geometrical parameters were obtained and compared with the corresponding experimental crystallographic data, showing good agreement. Furthermore, the frontier molecular orbitals, molecular electrostatic potential distribution, and related molecular properties were analyzed to gain insight into the electronic structure and reactivity of the compound.