Beta
62609

DFT and NBO Studies of Stability, Electronic, and Structural Features of the 2-fluoroacetaldehyde Conformers

Article

Last updated: 01 Jan 2025

Subjects

-

Tags

Organic chemistry

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.

DOI

10.21608/ejchem.2019.16737.2017

Keywords

2-fluoroacetaldehyde, negative hyperconjugative effect, natural bond orbital analysis, DFT calculation

Authors

First Name

A

Last Name

Ghasemi

MiddleName

-

Affiliation

Department of chemistry, Faculty of science, Arak Branch, Islamic Azad University, Arak, Iran

Email

and.ghasemi@gmail.com

City

Arak

Orcid

-

First Name

Reza

Last Name

Fazaeli

MiddleName

-

Affiliation

Department of Chemistry, South Tehran Branch, Islamic Azad University, Tehran, Iran

Email

r_fazaeli@azad.ac.ir

City

Tehran

Orcid

-

First Name

Reza

Last Name

Ghiasi

MiddleName

-

Affiliation

Department of Chemistry, East Tehran Branch, Islamic Azad University, Tehran, IRAN

Email

rezaghiasi1353@yahoo.com

City

Tehran

Orcid

-

Volume

63

Article Issue

1

Related Issue

10554

Issue Date

2020-01-01

Receive Date

2019-09-08

Publish Date

2020-01-01

Page Start

315

Page End

324

Print ISSN

0449-2285

Online ISSN

2357-0245

Link

https://ejchem.journals.ekb.eg/article_62609.html

Detail API

https://ejchem.journals.ekb.eg/service?article_code=62609

Order

27

Type

Original Article

Type Code

297

Publication Type

Journal

Publication Title

Egyptian Journal of Chemistry

Publication Link

https://ejchem.journals.ekb.eg/

MainTitle

DFT and NBO Studies of Stability, Electronic, and Structural Features of the 2-fluoroacetaldehyde Conformers

Details

Type

Article

Created At

22 Jan 2023