Synthesis, vibrational, NMR, quantum chemical and structure-activity relation studies of...

Area of Science:

• Computational chemistry
• Molecular modeling
• Quantum chemistry

Background:

• 2-hydroxy-4-methoxyacetophenone is a valuable organic compound.
• Understanding its structural, electronic, and vibrational properties is crucial for its applications.
• Density Functional Theory (DFT) provides a robust framework for such investigations.

Purpose of the Study:

• To optimize the stable geometry of 2-hydroxy-4-methoxyacetophenone.
• To determine its structural parameters, thermodynamic properties, and vibrational frequencies.
• To analyze the influence of substituents on vibrational spectra and compare with experimental data.

Main Methods:

• Density Functional Theory (DFT) with B3LYP functional.
• 6-311++G(∗∗) and cc-pVTZ basis sets for geometry optimization and property calculations.
• Analysis of vibrational frequencies, NMR chemical shifts, molecular orbitals (MOs), electron density, and electrostatic potential.

Main Results:

• Optimized structural parameters and thermodynamic properties were determined.
• Vibrational frequencies were assigned and correlated with experimental data, showing substituent effects.
• Calculated 1H and 13C NMR chemical shifts and reactivity descriptors (e.g., hardness, electrophilicity) were compared with experimental values.

Conclusions:

• The study successfully optimized the geometry and characterized the properties of 2-hydroxy-4-methoxyacetophenone.
• DFT calculations provide accurate predictions for vibrational spectra and NMR chemical shifts.
• The findings offer insights into the reactivity and electronic structure of the compound.