1981
DOI: 10.3891/acta.chem.scand.35b-0389
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The Photochemical Discolouration of Methoxy-p-benzoquinone in Solution.

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Cited by 17 publications
(11 citation statements)
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“…Continuous irradiation of MQ. When MQ (10 Ϫ2 M) is irradiated with a monochromatic light (355 nm) in aerated dimethoxyethane, an increase of the absorbance in the visible region is measured, in agreement with Forsskåhl's observations (13). By contrast, when MQ is irradiated in THF or ethanol (degassed or aerated) at a lower concentration (ഠ10 Ϫ3 M), no new absorption in the visible region is detected after the consumption of the quinone.…”
Section: Steady-state Irradiationsupporting
confidence: 86%
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“…Continuous irradiation of MQ. When MQ (10 Ϫ2 M) is irradiated with a monochromatic light (355 nm) in aerated dimethoxyethane, an increase of the absorbance in the visible region is measured, in agreement with Forsskåhl's observations (13). By contrast, when MQ is irradiated in THF or ethanol (degassed or aerated) at a lower concentration (ഠ10 Ϫ3 M), no new absorption in the visible region is detected after the consumption of the quinone.…”
Section: Steady-state Irradiationsupporting
confidence: 86%
“…Alternatively, it was proposed that the systems hydroquinone/p-benzoquinone were important structures in the yellowing process of lignocellulosics (9)(10)(11)(12). The photochemistry of concentrated solutions (1.43 ϫ 10 Ϫ2 M) of methoxy-p-benzoquinone (MQ) † and methoxyhydroquinone (MHQ) in dimethoxyethane was examined by Forsskåhl et al (13). For MQ the dominating mode of reaction was found to be photoreduction, but photodimerization was also observed.…”
Section: Introductionmentioning
confidence: 99%
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“…Also, p -quinones and hydroquinones such as 3-methoxy-5-substituted p -benzoquinones and 3-methoxy-5-substituted p -hydroquinones were involved in the color reversion of bleached mechanical pulps. , These structures are formed by the Dakin reaction from the corresponding substituted p -carbonyl phenols when the pulps are bleached with hydrogen peroxide in an alkaline medium. The photochemical reactivity of 2-methoxy-hydroquinone 3 and 2-methoxy- p -quinone 4 in aerated dimethoxyethane solution was investigated by Forsskåhl et al It was observed that irradiation of compound 3 gives the quinone 4 and the dimer 5 , while irradiation of the quinone 4 or dimer 5 (see Scheme ) generates the 8-hydroxy-3,7-dimethoxydibenzofuran-1,4-quinone 2 probably via the 4,4‘-dimethoxybiphenyl-2,5,2‘,5‘-bisquinone 1 . Compound 1 is easily converted by irradiation to the highly colored dibenzofuran 2 . , The reactions involving the methoxy- p -quinone, the dimer quinones, and their rearranged photoproducts might play a significant role in the production of color in woody materials.…”
Section: Introductionmentioning
confidence: 99%
“…The photochemical reactivity of 2-methoxy-hydroquinone 3 and 2-methoxy- p -quinone 4 in aerated dimethoxyethane solution was investigated by Forsskåhl et al It was observed that irradiation of compound 3 gives the quinone 4 and the dimer 5 , while irradiation of the quinone 4 or dimer 5 (see Scheme ) generates the 8-hydroxy-3,7-dimethoxydibenzofuran-1,4-quinone 2 probably via the 4,4‘-dimethoxybiphenyl-2,5,2‘,5‘-bisquinone 1 . Compound 1 is easily converted by irradiation to the highly colored dibenzofuran 2 . , The reactions involving the methoxy- p -quinone, the dimer quinones, and their rearranged photoproducts might play a significant role in the production of color in woody materials.
1 Structures of Compounds 1 − 5
…”
Section: Introductionmentioning
confidence: 99%