Free radical reactions of the phenothiazine, metiazinic acid

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Authors

  • Detlef Bahnemann
  • Klaus Dieter Asmus
  • Robin L. Willson

External Research Organisations

  • Helmholtz-Zentrum Berlin für Materialien und Energie (HZB)
  • Brunel University
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Details

Original languageEnglish
Pages (from-to)890-895
Number of pages6
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number6
Publication statusPublished - 1981
Externally publishedYes

Abstract

Absolute rate constants have been measured for the reaction of the anionic conjugate base of metiazinic acid, MZ-, in the pH range 8-11, with hydrated electrons (k 1.5 × 109 | mol-1 s-1), and for the oxidation of MZ- by OH., Br2-., (SCN)2-., CO3-., Tl(OH)2, N3,. .CH2CHO, (CH3SCH3)2+., CH3SSCH3+. and lipoate+.. The k values for these oxidations are found to be in the 109-1010 | mol-1 s-1 range, except for k(.CH2CHO + MZ-) 2 × 108 | mol-1 s-1. The oxidation of metiazinic acid leads to MZ±. radical zwitterions with yields ranging from 50 to 100% with the minimum value referring to the oxidation by .CH2CHO. The MZ±. radical zwitterion is characterized by two strong optical absorption bands with maxima at 530 (ε 11 000 | mol-1 cm-1) and 270 nm (51 500). Other primary oxidation products are indicated, but only a transient absorption around 350 nm (OH. adduct and/or hydrogen abstraction product) could qualitatively be identified in the reaction of metiazinic acid with hydroxyl radicals.

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Cite this

Free radical reactions of the phenothiazine, metiazinic acid. / Bahnemann, Detlef; Asmus, Klaus Dieter; Willson, Robin L.
In: Journal of the Chemical Society, Perkin Transactions 2, No. 6, 1981, p. 890-895.

Research output: Contribution to journalArticleResearchpeer review

Bahnemann, D, Asmus, KD & Willson, RL 1981, 'Free radical reactions of the phenothiazine, metiazinic acid', Journal of the Chemical Society, Perkin Transactions 2, no. 6, pp. 890-895. https://doi.org/10.1039/P29810000890
Bahnemann, D., Asmus, K. D., & Willson, R. L. (1981). Free radical reactions of the phenothiazine, metiazinic acid. Journal of the Chemical Society, Perkin Transactions 2, (6), 890-895. https://doi.org/10.1039/P29810000890
Bahnemann D, Asmus KD, Willson RL. Free radical reactions of the phenothiazine, metiazinic acid. Journal of the Chemical Society, Perkin Transactions 2. 1981;(6):890-895. doi: 10.1039/P29810000890
Bahnemann, Detlef ; Asmus, Klaus Dieter ; Willson, Robin L. / Free radical reactions of the phenothiazine, metiazinic acid. In: Journal of the Chemical Society, Perkin Transactions 2. 1981 ; No. 6. pp. 890-895.
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abstract = "Absolute rate constants have been measured for the reaction of the anionic conjugate base of metiazinic acid, MZ-, in the pH range 8-11, with hydrated electrons (k 1.5 × 109 | mol-1 s-1), and for the oxidation of MZ- by OH., Br2-., (SCN)2-., CO3-., Tl(OH)2, N3,. .CH2CHO, (CH3SCH3)2+., CH3SSCH3+. and lipoate+.. The k values for these oxidations are found to be in the 109-1010 | mol-1 s-1 range, except for k(.CH2CHO + MZ-) 2 × 108 | mol-1 s-1. The oxidation of metiazinic acid leads to MZ±. radical zwitterions with yields ranging from 50 to 100% with the minimum value referring to the oxidation by .CH2CHO. The MZ±. radical zwitterion is characterized by two strong optical absorption bands with maxima at 530 (ε 11 000 | mol-1 cm-1) and 270 nm (51 500). Other primary oxidation products are indicated, but only a transient absorption around 350 nm (OH. adduct and/or hydrogen abstraction product) could qualitatively be identified in the reaction of metiazinic acid with hydroxyl radicals.",
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AU - Bahnemann, Detlef

AU - Asmus, Klaus Dieter

AU - Willson, Robin L.

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PY - 1981

Y1 - 1981

N2 - Absolute rate constants have been measured for the reaction of the anionic conjugate base of metiazinic acid, MZ-, in the pH range 8-11, with hydrated electrons (k 1.5 × 109 | mol-1 s-1), and for the oxidation of MZ- by OH., Br2-., (SCN)2-., CO3-., Tl(OH)2, N3,. .CH2CHO, (CH3SCH3)2+., CH3SSCH3+. and lipoate+.. The k values for these oxidations are found to be in the 109-1010 | mol-1 s-1 range, except for k(.CH2CHO + MZ-) 2 × 108 | mol-1 s-1. The oxidation of metiazinic acid leads to MZ±. radical zwitterions with yields ranging from 50 to 100% with the minimum value referring to the oxidation by .CH2CHO. The MZ±. radical zwitterion is characterized by two strong optical absorption bands with maxima at 530 (ε 11 000 | mol-1 cm-1) and 270 nm (51 500). Other primary oxidation products are indicated, but only a transient absorption around 350 nm (OH. adduct and/or hydrogen abstraction product) could qualitatively be identified in the reaction of metiazinic acid with hydroxyl radicals.

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