Abstract
The optical absorption spectra of 1,2-naphthoquinone in polar (methanol) and nonpolar (n-hexane) solvents are recorded. It is found that the specific effect of a polar solvent, which manifests itself in a hypsochromic shift of the first nπ* band and in a bathochromic shift of the second and third ππ* bands, is caused by the formation of hydrogen bonds between solvent molecules and the molecule under study and, as a result, by a change in the energy gap between the corresponding occupied and unoccupied molecular orbitals. This result is obtained by TDDFT B3LYP/6-311+G(d, p) calculations of electronic spectra, which, in the case of an isolated 1,2-naphthoquinone molecule, reproduce its experimental optical absorption spectra in n-hexane and, in the case of the same molecule forming a complex with methanol molecules by means of hydrogen bonds, reproduce the spectrum of 1,2-naphthoquinone in methanol.
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Original Russian Text © E.E. Tseplin, S.N. Tseplina, O.G. Khvostenko, 2016, published in Optika i Spektroskopiya, 2016, Vol. 120, No. 2, pp. 286–291.
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Tseplin, E.E., Tseplina, S.N. & Khvostenko, O.G. Specific effects of a polar solvent in optical absorption spectra of 1,2-naphthoquinone. Opt. Spectrosc. 120, 274–279 (2016). https://doi.org/10.1134/S0030400X16010203
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DOI: https://doi.org/10.1134/S0030400X16010203