Skip to main content
Log in

N-Chloro-N-2,2,2-trichloroethyl-p-chlorobenzenesulfonamide and its reaction with some unsaturated compounds

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

Conclusions

  1. 1.

    N-Chloro-N-2,2,2-trichloroethyl-p-chlorobenzenesulfonamide (II) was obtained by the addition of N,N-dichloro-p-chlorobenzenesulfonamide to vinylidene chloride. The reaction is accelerated by the addition of either benzoyl peroxide (radical addition) or SnCl4 (ionic addition).

  2. 2.

    Adduct (II) reacts with ethylene, styrene and allyl chloride under radical addition conditions to give the compounds RCHClCH2N(CH2CCl3)SO2C6H4Cl-p.

  3. 3.

    The data of the NMR spectra indicate that the obtained compounds are apparently characterized by a slow inversion of the nitrogen atom.

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

Literature cited

  1. R. Kh. Freidlina, N. A. Rybakova, G. K. Semin, and É. A. Kravchenko, Dokl. Akad. Nauk SSSR,176, 352 (1967).

    Google Scholar 

  2. T. P. Seden and R. W. Turner, J. Chem. Soc., 876 (1968).

  3. N. A. Rybakova, P. V. Petrovskii, P. O. Okulevich, and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser, Khim., 1577 (1970).

  4. N. A. Rybakova and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., 429 (1971).

  5. T. Ohashi, M. Sugie, M. Okahara, and S. Komori, Tetrahedron,25, 5349 (1969).

    Google Scholar 

  6. M. S. Kharasch and H. M. Pristley, J. Am. Chem. Soc.,61, 3425 (1939).

    Google Scholar 

  7. J. W. Emsley, J. Feeney, and L. H. Sutcliffe, High Resolution Nuclear Magnetic Resonance Spectroscopy [Russian translation], Vol.2, Mir (1969), p.327.

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No.2, pp.359–363, February, 1973.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Rybakova, N.A., Dostovalova, V.I., Slepushkina, A.A. et al. N-Chloro-N-2,2,2-trichloroethyl-p-chlorobenzenesulfonamide and its reaction with some unsaturated compounds. Russ Chem Bull 22, 342–345 (1973). https://doi.org/10.1007/BF00850988

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00850988

Keywords

Navigation