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One-electron Reactions of 1,5- and 1,8-Dihydroxy-9,10-anthraquinones. A Pulse Radiolysis Study

DOI: 10.1039/ft9918701109

Source and publish data:

Journal of the Chemical Society - Faraday Transactions p. 1109 - 1116 (1991)

Update date:2022-08-17

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Authors:

Pal, HaridasPal, Haridas

Palit, Dipak K.Palit, Dipak K.

Mukherjee, TulalMukherjee, Tulal

Mittal, Jai. P.Mittal, Jai. P.

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Article abstract of DOI:10.1039/ft9918701109

Absorption characteristics of the semiquinone free radicals formed by one-electron reduction (using e-aq, CO2.- and CH3C.COHCH3 as the reductant) as well as the oxidation (using OH., O.- and N3. as the oxidants) of 1,5-dihydroxy-9,10-anthraquinone (1,5-DHAQ) and 1,8-dihydroxy-9,10-anthraquinone (1,8-DHAQ) have been studied by pulse radiolysis in pure isopropyl alcohol and in aqueous solutions containing various appropriate additives.The first acid dissociation constants for the reduced semiquinones were measured as pKa = 3.65 and 3.95 for 1,5-DHAQ and 1,8-DHAQ, respectively.Second-order rate constants for various formation and decay reactions have been determined.The one-electron reduction potentials (vs.NHE) were determined at pH 11, as E111 = -350 mV (for 1,5-DHAQ) and E111 = -377 mV (for 1,8-DHAQ), respectively.Differences with 1,4-dihydroxy-9,10-anthraquinone (quinizarin) are discussed.

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