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Title
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Molecular structure, FT-IR, first order hyperpolarizability, NBO analysis, HOMO and LUMO, MEP analysis of (E)-3-(4-chlorophenyl)-1-(4-fluorophenyl)prop-2-en-1-one by HF and density functional methods
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Author
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Abstract
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| (E)-3-(4-Chlorophenyl)-1-(4-fluorophenyl)prop-2-en-1-one is synthesized by reacting 4-fluoroacetophenone and 4-chlorobenzaldehyde in ethanol in the presence of sodium hydroxide. The structure of the compound was confirmed by IR and single crystal X-ray diffraction studies. FT-IR spectrum of (E)-3-(4-chlorophenyl)-1-(4-fluorophenyl)prop-2-en-1-one was recorded and analyzed. The crystal structure is also described. The vibrational wavenumbers were calculated using HF and DFT methods and are assigned with the help of potential energy distribution method. The geometrical parameters of the title compound obtained from XRD studies are in agreement with the calculated (DFT) values. The stability of the molecule arising from hyper-conjugative interaction and charge delocalization has been analyzed using NBO analysis. The calculated first hyperpolarizability of the title compound is comparable with the reported values of similar derivatives and 63.85 times that of the standard NLO material urea. The HOMO-LUMO transition implies an electron density transfer from the chlorophenyl ring to the fluorophenyl ring. From the MEP analysis it is evident that the negative charge covers the C=O group and the positive region is over the phenyl rings. (C) 2014 Elsevier B.V. All rights reserved. |
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Language
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English
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Source (journal)
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Spectrochimica acta: part A: molecular and biomolecular spectroscopy. - Oxford
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Publication
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Oxford
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2014
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ISSN
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1386-1425
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DOI
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10.1016/J.SAA.2014.06.049
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Volume/pages
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133
(2014)
, p. 526-533
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ISI
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000340330900069
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Full text (Publisher's DOI)
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Full text (publisher's version - intranet only)
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