Skip to main content
Log in

Gas-phase reaction of phenyl cation with diethylamine

  • Published:
Journal of Radioanalytical and Nuclear Chemistry Aims and scope Submit manuscript

Abstract

Reactions of phenyl cations generated by the beta-decay of tritium in tritiated benzene were studied by a radiochemical method. Identified labeled products are ethylphenylamine (72%), diethylamine (15%) and diethylphenylamine (13%). A reaction mechanism is proposed and the relative yields of products are rationalized taking into account the energy estimates of plausible products by the B3LYP method.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. I. S. IGNATYEV, T. A. KOCHINA, V. D. NEFEDOV, E. N. SINOTOVA, E. O. KALININ, Zh. Obsch. Khim., 65 (1995) 297.

    Google Scholar 

  2. I. S. IGNATYEV, T. A. KOCHINA, V. D. NEFEDOV, E. N. SINOTOVA, D. V. VRAZHNOV, Zh. Obsch. Khim., 65 (1995)304.

    Google Scholar 

  3. D. V. VRAZHNOV, I. S. IGNATYEV, E. O. KALININ, T. A. KOCHINA, V. D. NEFEDOV, E. N. SINOTOVA, Zh. Obsch. Khim., 67 (1997) 448.

    Google Scholar 

  4. T. A. KOCHINA, I. S. IGNATYEV, E. N. SINOTOVA, V. D. NEFEDOV, D. V. VRAZHNOV, E. O. KALININ, Zh. Org. Khim., 34 (1998) 1640.

    Google Scholar 

  5. T. A. KOCHINA, D. V. VRAZHNOV, I. S. IGNATYEV, J. Organomet. Chem., 549 (1997) 45.

    Google Scholar 

  6. M. MEOT-NER, J. Am. Chem. Soc., 101 (1979) 2383.

    Google Scholar 

  7. C. R. MOYLON, J. I. BRAUMAN, J. Am. Chem. Soc., 107 (1985) 761.

    Google Scholar 

  8. M. MEOT-NER, M. M. ROSS, J. E. COMPANA, J. Am. Chem. Soc., 107 (1985) 4839.

    Google Scholar 

  9. D. AUSLOOS, S. G. LIAS, J. Am. Chem. Soc., 108 (1986) 1792.

    Google Scholar 

  10. E. W. REDMAN, T. H. MORTON, J. Am. Chem. Soc., 108 (1986) 5701.

    Google Scholar 

  11. T. H. MORTON, Tetrahedron, 38 (1982) 3195.

    Google Scholar 

  12. H. E. AUDIER, T. H. MORTON, Org. Mass Spectrom., 28 (1993) 1218.

    Google Scholar 

  13. T. H. MORTON, Org. Mass Spectrom., 27 (1992) 353.

    Google Scholar 

  14. I. A. RANASINGHE, C. J. GLISH, Am. Soc. Mass Spectrom., 17 (1996) 473.

    Google Scholar 

  15. V. D. NEFEDOV, E. N. SINOTOVA, M. V. KORSAKOV, E. G. ALEKSEEV, Radiokhimiya, 15 (1976) 635.

    Google Scholar 

  16. V. D. NEFEDOV, N. P. KHARITONOV, E. N. SINOTOVA, T. A. KOCHINA, I. M. BALAKIN, Zh. Obsch. Khim., 50 (1980) 2499.

    Google Scholar 

  17. T. A. KOCHINA, D. V. VRAZHNOV, I. S. IGNATYEV, J. Organomet. Chem., 586 (1999) 241.

    Google Scholar 

  18. M. SPERANZA, M. D. SEFCIK, J. M. S. HENIS, P. P. GASPAR, J. Am. Chem. Soc., 99 (1977) 5583.

    Google Scholar 

  19. I. S. IGNATYEV, T. SUNDIUS, J. Phys. Chem., A105 (2001) 4535.

    Google Scholar 

  20. M. SPERANZA, Chem. Rev., 93 (1993) 2933.

    Google Scholar 

  21. A. D. BECKE, J. Chem. Phys., 98 (1993) 5648.

    Google Scholar 

  22. C. LEE, W. YANG, R. G. PARR, Phys. Rev., B37 (1988) 785.

    Google Scholar 

  23. M. J. FRISCH, G. W. TRUCKS, H. B. SCHLEGEL, P. M. W. GILL, B. G. JONSON, M. A. ROBB, J. R. CHEESEMAN, T. KEITH, G. A. PETERSSON, J. A. MONTGOMERY, K. RAGHAVACHARI, M. A. AL-LAHAM, V. G. ZAKRZEWSKI, J. V. ORTIZ, J. B. FORESMAN, J. CIOSLOWSKI, B. B. STEFANOV, A. NANAYAKKARA, M. CHALLACOMBE, C. Y. PENG, P. Y. AYALA, W. CHEN, M. W. WONG, J. L. ANDRES, E. S. REPLOGLE, R. GOMPERTS, R. L. MARTIN, D. J. FOX, J. S. BINKLEY, D. J. DEFREES, J. BAKER, J. P. STEWART, M. HEAD-GORDON, C. GONZALEZ, J. A. POPLE, Gaussian 94, Revision E.2. Gaussian, Inc., Pittsburgh PA, 1995.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kochina, T.A., Vrazhnov, D.V., Ignatyev, I.S. et al. Gas-phase reaction of phenyl cation with diethylamine. Journal of Radioanalytical and Nuclear Chemistry 253, 435–437 (2002). https://doi.org/10.1023/A:1020473620675

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1020473620675

Keywords

Navigation