Skip to main content
SpringerLink
Log in

Kinetics and mechanism of product formation in thermal decomposition of tetraphenylhydrazine

  • Physical Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The stable products from the decomposition of tetraphenylhydrazine in inert solvents at 348–400°K are diphenylamine and a mixture of o- and p-semidine oligomers. The diphenylamine yield depends on the medium, but is no greater than 50% of the tetraphenylhydrazine decomposed.

  2. 2.

    The formation of stable reaction products is preceded by a stage of formation of labile intermediates with the iminoquinolide structure as a result of recombinatiom of aminyl radicals.

  3. 3.

    o-Semidines are formed as a result of intramolecular rearrangement of the corresponding o-iminoquinolide structures.

  4. 4.

    p-Semidines and diphenylamine are the products of intermediate polyrecombination polymerization with the participation of aminyl radicals and iminoquinolide structures.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Literature cited

  1. H. Wieland, Liebigs Ann. Chem.,381, 200 (1911).

    Google Scholar 

  2. H. Musso, Chem. Ber.,92, 2881 (1959).

    Google Scholar 

  3. P. Welzel, Chem. Ber.,103, 1318 (1970).

    Google Scholar 

  4. P. Welzel, L. Günther and G. Eckhardt, Chem. Ber.,107, 3624 (1974).

    Google Scholar 

  5. P. Welzel, Ch. Dietz, and G. Eckhardt, Chem. Ber.,108, 3550 (1975).

    Google Scholar 

  6. N. M. Emanuel, E. T. Denisov, and Z. K. Maizus, Liquid-Phase Oxidation of Hydrocarbons, Plenum Press, New York (1967).

    Google Scholar 

  7. V. T. Varlamov, Izv. Akad. Nauk SSSR, Ser. Khim., 1629 (1982).

  8. R. F. Bridger, J. Am. Chem. Soc.,94, 3124 (1972).

    Google Scholar 

  9. F. A. Neugebauer and St. Bamberger, Chem. Ber.,107, 2362 (1974).

    Google Scholar 

  10. F. A. Neugebauer, H. Fischer, St. Bamberger, and H. O. Smith, Chem. Ber.,105, 2694 (1972).

    Google Scholar 

  11. L. Gatterman and H. Wieland, Practical Studies in Organic Chemistry [Russian translation], NKhTI VSNKh SSR, Leningrad (1930), p. 263.

    Google Scholar 

  12. J. A. Kampmeier, R. P. Geer, A. J. Meskin, and R. M. D'Silva, J. Am. Chem. Soc.,88, 1257 (1966).

    Google Scholar 

  13. V. V. Korshak, S. L. Sosin, and M. M. Chistyakova, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, 1271 (1957).

Download references

Author information

Authors and Affiliations

  1. Branch of the Institute of Chemical Physics of the Academy of Sciences of the USSR, Chernogolovka

    V. T. Varlamov

Authors
  1. V. T. Varlamov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

The author wishes to express his thanks to E. T. Denisov for valuable advice in the writing of this article.

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1481–1488, July, 1982.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Varlamov, V.T. Kinetics and mechanism of product formation in thermal decomposition of tetraphenylhydrazine. Russ Chem Bull 31, 1321–1327 (1982). https://doi.org/10.1007/BF00954146

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00954146

Keywords

Search

Navigation