Specific effects of a polar solvent in optical absorption spectra of 1,2-naphthoquinone


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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.

About the authors

E. E. Tseplin

Institute of Molecule and Crystal Physics, Ufa Research Center

Author for correspondence.
Email: tzeplin@mail.ru
Russian Federation, Ufa, Bashkortostan, 450075

S. N. Tseplina

Institute of Molecule and Crystal Physics, Ufa Research Center

Email: tzeplin@mail.ru
Russian Federation, Ufa, Bashkortostan, 450075

O. G. Khvostenko

Institute of Molecule and Crystal Physics, Ufa Research Center

Email: tzeplin@mail.ru
Russian Federation, Ufa, Bashkortostan, 450075

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