α-Bromo-2,6-dichlorotoluene: Molecular structure, vibrational spectroscopy, natural bond orbital analysis, NMR studies

摘要

The FT-IR and FT-Raman spectra of α-bromo-2,6-dichlorotoluene (αBDCT) have been recorded. The structural and spectroscopic data of the molecule in the ground state have been calculated using Hartree Fock (HF) and Density Functional Theory (DFT)/B3LYP with the standard 6-31++G(d,p) basis set. The optimized molecular geometry, vibrational frequencies and atomic charges in the ground state are calculated. With the help of specific scaling procedures, the observed vibrational wavenumbers in FT-IR and FT-Raman spectra have been analyzed and assigned to different normal modes of the molecule. A detailed interpretation of the infrared and Raman spectra of αBDCT is also reported based on total energy distribution (TED). The ~1H and ~(13)C NMR chemical shifts have been calculated by gauge-including atomic orbital method with B3LYP/6-31++G(d,p) approach. Stability of the molecule arising from hyperconjugative interactions and charge delocalization has been analyzed using natural bond orbital (NBO) analysis. The theoretical results agree well with the observed spectra.