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DFT Study of the Molecular Structure, Conformational Preference, HOMO, LUMO, and Vibrational Analysis of 2-, and 3-Furoyl Chloride

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Abstract

Molecular structure, conformational stability and vibrational wave numbers for the rotational isomers of 2-furoyl chloride and 3-furoyl chloride have been computed using the B3LYP method with the 6-311++G(d,p) basis set. From computations, 2-furoyl chloride was predicated to exist predominantly in cis conformation with cis–trans rotational barrier 40.40 kJ·mol−1, and 3-furoyl chloride was predicated to exist predominantly in the trans conformation with cis–trans rotational barrier 30.17 kJ·mol−1. The effects of solvents on the conformational stability of all the molecules in nine different solvents (heptane, chloroform, tetrahydrofuran, dichloroethane, acetone, ethanol, methanol, dimethylsulfoxide and water) were investigated. The integral equation formalism of the polarizable continuum model was used for all solution phase computations. The vibrational wave numbers and the corresponding vibrational assignments of the molecules in C1 symmetry were examined and the simulated infrared spectra of the molecules are reported. The geometrical parameters, highest occupied and lowest unoccupied molecular orbitals, Infrared intensities, and molecular electrostatic potentials results are reported.

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Acknowledgements

Facilities provided by Jubail Industrial College of Royal Commission for Jubail and Yanbu are gratefully acknowledged. The authors are grateful to Mr. Mohammed Awwal Said for critically reading the manuscript during preparation.

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Authors and Affiliations

  1. Department of Chemical and Process Engineering Technology, Jubail Industrial College, P.O. Box 10099, Jubail Industrial City, 31961, Saudi Arabia

    Yunusa Umar

  2. Department of Chemistry, Faculty of Science, University of Khartoum, P.O. Box 321, Khartoum, Sudan

    Sahar Abdalla

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  1. Yunusa Umar
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Correspondence to Sahar Abdalla.

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Umar, Y., Abdalla, S. DFT Study of the Molecular Structure, Conformational Preference, HOMO, LUMO, and Vibrational Analysis of 2-, and 3-Furoyl Chloride. J Solution Chem 46, 741–758 (2017). https://doi.org/10.1007/s10953-017-0601-3

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  • DOI: https://doi.org/10.1007/s10953-017-0601-3

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