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Chemistry of Heterocyclic Compounds

, Volume 3, Issue 2, pp 488–491 | Cite as

A study of radicals arising in the low-temperature radiolysis of thiophene and some of its derivatives

  • V. I. Trofimov
  • I. I. Chkheidze
  • L. I. Belen'kii
  • N. Ya. Buben
Article

Abstract

EPR was used to investigate the radicals formed by radiolysis of furan, thiophene, and some of their substitution products having the general formula C4H3RS, where R = Cl, Br, COOH, C(CH3)3, and of di-tert-butylthiophene. By analyzing the EPR spectra it is shown that radicals formed by radiolysis of furan, thiophene, their alkyl substitution products, and 2-thiophene carboxylic acid arise in primary radiation-chemical events with splitting of the C-H bond in both ring and side chain. Characteristic of the radiolysis of these compounds is formation of secondary radicals by addition of hydrogen atoms at the double bond of the heteroaromatic ring. The values of the hyperfine splittings in the spectra of the secondary radicals are, for protons of methylene group 32 e [positions 2(5)] or 40 e [positions 3(4)], and 13 e for protons of the thiophene ring. In radiolysis of 2-chlorothiophene and 3-bromothiophene the main products are radicals with the unpaired electron localized on the sulfur atom.

Keywords

Thiophene Furan Unpaired Electron Carbon Disulfide Hyperfine Splitting 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. 1.
    S. A. Safarov, M. A. Proskurnin, and B. F. Bogatikov, DAN, 140, 1345, 1962.Google Scholar
  2. 2.
    V. A. Shariatyi, S. A. Safarov, and K. G. Yanova, DAN 147, 863, 1962.Google Scholar
  3. 3.
    R. J. Cook, J. R. Rowlands and D. H. Whiffen, Mol. Phys., 7, 57, 1963–64.CrossRefGoogle Scholar
  4. 4.
    E. Eda, R. J. Cook and D. H. Whiffen, Trans. Faraday Soc., 60, 1497, 1964.CrossRefGoogle Scholar
  5. 5.
    N. R. Buben, V. A. Tolkachev, and I. I. Chkheidze, Izv. AN SSSR, otd. khim. nauk, 1143, 1963.Google Scholar
  6. 6.
    Yu. N. Molin, PTE, no. 6, 73, 1960.Google Scholar
  7. 7.
    V. A. Tolkachev, I. I. Chkheidze, and N. Ya. Buben, ZhSKh, 6, 709, 1962.Google Scholar
  8. 8.
    Granzow, J. Wendenburg and A. Henglein, Zeitschr, für Naturforsch., 19, 1015, 1964.Google Scholar
  9. 9.
    W. Gordy, W. B. Ard and H. Shields, Proc. Nat. Acad. Sci. U. S., 41, 983, 1955.CrossRefGoogle Scholar

Copyright information

© The Faraday Press, Inc. 1969

Authors and Affiliations

  • V. I. Trofimov
    • 1
  • I. I. Chkheidze
    • 1
  • L. I. Belen'kii
    • 1
  • N. Ya. Buben
    • 1
  1. 1.Institute of Chemical PhysicsAS USSRMoscow

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