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Intermediates in the photochemical reaction for the formation of 2,7-dimethylacridine from ditolylamine and bromoform

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Abstract

The reaction of the photochemical synthesis of 2,7-dimethylacridine from di(para-tolyl)amine and bromoform was studied utilizing the method of microsecond impulse photolysis. The proposed new scheme for the formation of acridine assumes the recombination of the primary alkyl radicals at the nitrogen atom of the cation radical and/or the radical of the amine as the main route of the reaction. The data obtained indicate the common character of the nature of some intermediate stages and the structures of the intermediates in the photochemical formation of acridine compounds and triphenylmethane dyes from aromatic amines and halogenomethanes.

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Additional information

Institute of Chemical Physics, Chernogolovka, Russian Academy of Sciences, 142432 Chernogolovka. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 9, pp. 2044–2052, September, 1992.

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Budyka, M.F., Zakharova, G.V., Laukhina, O.D. et al. Intermediates in the photochemical reaction for the formation of 2,7-dimethylacridine from ditolylamine and bromoform. Russ Chem Bull 41, 1589–1596 (1992). https://doi.org/10.1007/BF00863578

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Keywords

  • ditolylamine
  • bromoform
  • synthesis of acridine
  • impulse photolysis