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Pulse Radiolytic One-electron Oxidation of some Dihydroxy-substituted Anthraquinones

DOI: 10.1039/ft9928800681

Source and publish data:

Journal of the Chemical Society - Faraday Transactions p. 681 - 688 (1992)

Update date:2022-08-04

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Authors:

Pal, Haridas,Pal, Haridas,

Palit, Dipak K.Palit, Dipak K.

Mukherjee, TulsiMukherjee, Tulsi

Mittal, Jai P.Mittal, Jai P.

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Article abstract of DOI:10.1039/ft9928800681

The spectroscopic characteristics and the kinetic parameters associated with the transients formed on one-electron oxidation of quinizarin (1,4-dihydroxy-9,10-anthraquinone), quinizarin 2- and 6-sulfonates, 1,5-dihydroxy-9,10-anthraquinone and 1,8-dihydroxy-9,10-anthraquinone have been studied by pulse radiolysis and kinetic spectrophotometric techniques, using OH., O.-, N3., Br2.- and .CH2CHO as the oxidising radicals.The pKa and the disproportionation equilibria of the semi-oxidised quinones have been studied for the water-soluble sulfonates.In contrast to the complex decay of the semi- oxidised naphthazarin (5,8-dihydroxy-1,4-naphthoquinone), the semi-oxidised anthraquinone derivatives decay by simple second-order kinetics.The pKa values of the latter are also much higher (ca. 8) compared to the former (ca. <4).The differences observed are attributed to the loss in symmetry in the free radical structures of the semi-oxidised anthraquinone derivatives.

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