Radiation-induced reactions of nitroanthracene derivatives studied by gamma-radiolysis and pulse radiolysis

Toshihiro Nakayama, Masaki Kimoto, Kumao Hamanoue, Hiroshi Teranishi, Masakazu Washio, Seiichi Tagawa, Yoneho Tabata

Research output: Contribution to journalArticle

Abstract

Gamma-radiolysis of 9-cyano-10-nitroanthracene (CN-NO2-A) in ethanol at room temperature gave rise to the formation of 9-cyanoanthracene, 9-cyano-10-aminoanthracene and 10-cyano-9-anthrol. Addition of triethylamine (TEA) enhanced the formation of the aminocompound, and 10-cyano-9-anthrol decomposed completely into 9-cyano-10-anthryloxy anion. Similar reactions might also occur for 9-benzoyl-10-nitroanthracene based on the comparison of the absorption spectral change with that for CN-NO2-A. In the presence of TEA, the transient spectra observed by pulse radiolyses at room temperature and gamma-radiolyses at 77 K were assigned to the radical anions of nitroanthracenes. Thus the formation of the aminocompounds was interpreted in terms of the electron transfer from the trapped electrons to nitroanthracenes followed by the protonation. In the absence of TEA, the new absorption bands were observed at 440-470 nm. We tentatively assigned these new absorption bands to the complexes of the radical anions of nitroanthracenes with the solvent radicals: the complexes may probably give rise to the formation of the final products other than the aminocompounds.

Original languageEnglish
Pages (from-to)387-392
Number of pages6
JournalInternational Journal of Radiation Applications and Instrumentation. Part
Volume29
Issue number5
DOIs
Publication statusPublished - 1987
Externally publishedYes

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radiolysis
radiation
anions
pulses
absorption spectra
room temperature
electron transfer
ethyl alcohol
products
electrons

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Radiation-induced reactions of nitroanthracene derivatives studied by gamma-radiolysis and pulse radiolysis. / Nakayama, Toshihiro; Kimoto, Masaki; Hamanoue, Kumao; Teranishi, Hiroshi; Washio, Masakazu; Tagawa, Seiichi; Tabata, Yoneho.

In: International Journal of Radiation Applications and Instrumentation. Part, Vol. 29, No. 5, 1987, p. 387-392.

Research output: Contribution to journalArticle

Nakayama, Toshihiro ; Kimoto, Masaki ; Hamanoue, Kumao ; Teranishi, Hiroshi ; Washio, Masakazu ; Tagawa, Seiichi ; Tabata, Yoneho. / Radiation-induced reactions of nitroanthracene derivatives studied by gamma-radiolysis and pulse radiolysis. In: International Journal of Radiation Applications and Instrumentation. Part. 1987 ; Vol. 29, No. 5. pp. 387-392.
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AU - Nakayama, Toshihiro

AU - Kimoto, Masaki

AU - Hamanoue, Kumao

AU - Teranishi, Hiroshi

AU - Washio, Masakazu

AU - Tagawa, Seiichi

AU - Tabata, Yoneho

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AB - Gamma-radiolysis of 9-cyano-10-nitroanthracene (CN-NO2-A) in ethanol at room temperature gave rise to the formation of 9-cyanoanthracene, 9-cyano-10-aminoanthracene and 10-cyano-9-anthrol. Addition of triethylamine (TEA) enhanced the formation of the aminocompound, and 10-cyano-9-anthrol decomposed completely into 9-cyano-10-anthryloxy anion. Similar reactions might also occur for 9-benzoyl-10-nitroanthracene based on the comparison of the absorption spectral change with that for CN-NO2-A. In the presence of TEA, the transient spectra observed by pulse radiolyses at room temperature and gamma-radiolyses at 77 K were assigned to the radical anions of nitroanthracenes. Thus the formation of the aminocompounds was interpreted in terms of the electron transfer from the trapped electrons to nitroanthracenes followed by the protonation. In the absence of TEA, the new absorption bands were observed at 440-470 nm. We tentatively assigned these new absorption bands to the complexes of the radical anions of nitroanthracenes with the solvent radicals: the complexes may probably give rise to the formation of the final products other than the aminocompounds.

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