DFT and NBO Studies of Stability, Electronic, and Structural Features of the 2-fluoroacetaldehyde Conformers | ||||
| Egyptian Journal of Chemistry | ||||
| Article 27, Volume 63, Issue 1, January 2020, Page 315-324 PDF (2.27 MB) | ||||
| Document Type: Original Article | ||||
| DOI: 10.21608/ejchem.2019.16737.2017 | ||||
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| Authors | ||||
A Ghasemi1; Reza Fazaeli  2; Reza Ghiasi3
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| 1Department of chemistry, Faculty of science, Arak Branch, Islamic Azad University, Arak, Iran | ||||
| 2Department of Chemistry, South Tehran Branch, Islamic Azad University, Tehran, Iran | ||||
| 3Department of Chemistry, East Tehran Branch, Islamic Azad University, Tehran, IRAN | ||||
| Abstract | ||||
| In this investigation, the stability of the keto-enol forms and conformers of 2-fluoroacetaldehyde was investigated by LC-wPBE, B3LYP and M06-2X functionals and 6-311++G(d,p) basis set. The total energy, the energies of frontier orbitals, HOMO-LUMO gaps and total dipole moment of these molecules were estimated. These calculations show that more stability of the keto form in compared to enol form. Calculations at the LC-wPBE/6-311++G(d,p) level of theory reveal the more stability of I-conformer in compared to other conformers. Natural bond orbital (NBO) analysis was applied for illustrating the negative hyperconjugative effect on the conformers. In the basis of NBO analysis, the LP (O2) *(C-H) and LP (O2) *(C-C) interactions were responsible of the negative hyperconjugation in the examined compounds. The interaction energy, off-diagonal elements, and total steric energy values of these interactions were reported. | ||||
| Keywords | ||||
| 2-fluoroacetaldehyde; negative hyperconjugative effect; natural bond orbital analysis; DFT calculation | ||||
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