Theoretical investigation of cyromazine tautomerism using density functional theory and Møller–Plesset perturbation theory methods

Authors: TU, YI-SHU - Ministry Of Science And Technology; TSENG, YUFENG - National Taiwan University; Appell, Michael

Submitted to: Meeting Abstract
Publication Type: Abstract Only
Publication Acceptance Date: 4/18/2018
Publication Date: 4/18/2018
Citation: Tu, Y.-S., Tseng, Y.J., Appell, M.D. 2018. Theoretical investigation of cyromazine tautomerism using density functional theory and Møller–Plesset perturbation theory methods [abstract].

Interpretive Summary:

Technical Abstract: A computational chemistry analysis of six unique tautomers of cyromazine, a pesticide used for fly control, was performed with density functional theory (DFT) and canonical second order Møller–Plesset perturbation theory (MP2) methods to gain insight into the contributions of molecular structure to detection properties. Full geometry optimization using the 6-311++G** basis set provided energetic properties, electrostatic charges, frontier orbitals, and vibrational modes. Excitation energies were obtained using time-dependent density functional theory. Hydrogen location and bond order contribute significantly to the electronic properties. The common cyromazine tautomer possesses the lowest energy, highest band gap energy, and highest excitation energy. Tautomerization involving intramolecular hydrogen transfer influences the natural charges of neighboring atoms and the frontier orbital properties. The excitation energies are highly correlated with band gap energies of the frontier orbitals. The calculated infrared and Raman spectra are suitable for vibrational assignments associated with the chemical structure. The tautomeric forms of cyromazine possess similar spatial properties and significant variation in electronic properties.