Issue 3, 1989

The vacuum-ultraviolet absorption spectra of substituted p-benzoquinones

Abstract

The vacuum-ultraviolet spectra of methyl-substituted p-benzoquinones are reported and, where possible, their Rydberg structure is analysed. The spectra of methyl-p-benzoquinone and 1,6-dimethyl-p-benzoquinone are found to be closer to that of a single ketonic chromophore compound than to that of p-benzoquinone. An ‘internal-pressure’ effect is proposed to account for this observation. It is consistent with the spectra of 1,5-dimethyl-tetramethyl- and tetrafluoro-p-benzoquinone, which all show no Rydberg structure, and with the spectrum of 1,4-naphthaquinone, which has Rydberg structure originating from the benzenoid ring rather than the ketone groups. The proposed effect is possibly a very general phenomenon accounting for the loss of Rydberg structure with substitution found in many molecular spectra. The π*â†�π absorptions are assigned and their intensity variations with orbital character and symmetry are discussed.

Article information

Article type
Paper

J. Chem. Soc., Faraday Trans. 2, 1989,85, 177-186

The vacuum-ultraviolet absorption spectra of substituted p-benzoquinones

P. Brint, P. Tsekeris, A. Bolovinos and C. Kosmidis, J. Chem. Soc., Faraday Trans. 2, 1989, 85, 177 DOI: 10.1039/F29898500177

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