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Combined spectroscopic and DFT studies on 6-bromo-4-chloro-3-formyl coumarin
R K Raj1, S Gunasekaran2, T Gnanasambandan3
1Department of Physics, SCSVMV University, Enathur, Kanchipuram 631561, India; Department of Physics, Pachaiyappa's College for Men, Kanchipuram 631 503, India.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy
|January 11, 2015
Summary
This study investigates the molecular properties of 6-bromo-4-chloro-3-formyl coumarin (6B4C3FC) using computational methods. The research reveals significant non-linear optical properties and molecular stability, suggesting potential applications.
Area of Science:
- Computational Chemistry
- Molecular Spectroscopy
- Materials Science
Background:
- Coumarin derivatives are known for diverse applications.
- Understanding molecular properties is crucial for developing new materials.
- 6-bromo-4-chloro-3-formyl coumarin (6B4C3FC) is a novel coumarin derivative.
Purpose of the Study:
- To investigate the structural, vibrational, and electronic properties of 6B4C3FC.
- To evaluate the non-linear optical (NLO) properties of 6B4C3FC.
- To analyze molecular stability and reactivity using computational methods.
Main Methods:
- Fourier Transform Infrared (FTIR) and FT-Raman spectroscopy were employed.
- Density Functional Theory (DFT) with 6-31G(d,p) basis set was used for geometry optimization and frequency calculations.
- UV-Visible spectroscopy was performed.
- Natural Bond Orbital (NBO) analysis and molecular electrostatic potential (MEP) mapping were utilized.
Main Results:
- Experimental and calculated vibrational frequencies showed good agreement.
- Calculated HOMO and LUMO energies indicated intramolecular charge transfer.
- The first-order hyperpolarizability (β0) of 6B4C3FC was found to be 21 times greater than that of urea.
- NBO analysis confirmed molecular stability through hyperconjugative interactions and charge delocalization.
- MEP mapping provided insights into charge distribution and reactivity.
Conclusions:
- 6B4C3FC exhibits significant non-linear optical properties.
- The molecule possesses inherent stability due to electronic delocalization.
- Computational and experimental results provide a comprehensive understanding of 6B4C3FC's characteristics for potential applications.
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