Skip to main content
SpringerLink
Log in

Fission of Activated Carbon-Nitrogen and Carbon-Sulphur Bonds. II. Polarographic Reduction of β-Amino Ketones

  • Chapter
Book cover Topics In Organic Polarography

  • 181 Accesses

Abstract

Polarographic reduction of (β-amino ketones proceeds on the carbonyl group. The protonized form is reduced with an uptake of two electrons to the corresponding alcohol. The influence of structure in the ketones of the type R-COCH2CH2NR1R2R3(+) is discussed. At higher pH-values an elimination reaction occurs. The α,β-unsaturated ketone formed in this reaction is manifested by a separate wave on polarographic curves.

Part I.: This Journal 26, 176 (1961).

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

Access this chapter

Log in via an institution
Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 39.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 54.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Zuman P., Horâk V.: This Journal 26, 173 (1961).

    Google Scholar 

  2. Schäfer H., Tollens B.: Ber. 39, 2186 (1906).

    Google Scholar 

  3. Blicke F.: Org. Reactions 1, 329 (1942).

    Google Scholar 

  4. Wilds A. L., Werth R. G.: J. Org. Chem. 17, 1149 (1952).

    Article  CAS  Google Scholar 

  5. Mannich C., Schaler P.: Arch. Pharm. 276, 575 (1938).

    Article  CAS  Google Scholar 

  6. Pasternak R.: Helv. Chim. Acta 31, 753 (1948).

    Article  CAS  Google Scholar 

  7. Prévost Ch., Souchay P., Malen Ch.: Bull. soc. chim. France 1953, 78.

    Google Scholar 

  8. Zuman P., Michl J.: Nature 192, 655 (1961).

    Article  CAS  Google Scholar 

  9. Lund H.: Acta Chem, Scand. 14, 1927 (1960).

    Article  CAS  Google Scholar 

  10. BudëSinsky B., Mnoucek K., Janöik F., Kraus E.: This Journal 23, 434 (1958); Chem. listy 51, 1819 (1957).

    Google Scholar 

  11. Erskine R. L., Waight E. S.: J. Chem. Soc. 1960, 3425.

    Google Scholar 

  12. Bräuniger H., Raudonat H. W.: Arch. Pharm. 287, 109 (1954).

    Article  Google Scholar 

  13. Santavy F.: Biol, listy 27, 60 (1946); Experientia 5, 70 (1949).

    CAS  Google Scholar 

  14. Nyman P.: Svensk Farm. Tidskr. 47, 401, 429 (1943).

    Google Scholar 

  15. Nyman P., Reimers F.: Dansk Tidskr. Farm. 15, 292 (1941).

    Google Scholar 

  16. Santavy F.: Cas. ces. lékàrn. 56, 1 (1943).

    Google Scholar 

  17. Santavy F.: Cas. ces. lékârn. 57, 109 (1944).

    Google Scholar 

  18. Stackelberg M. v., Stracke W.: Z. Elektrochem. 53, 118 (1949).

    Google Scholar 

  19. Baker J. W., Davies W. C., Hemming M. L.: J. Chem. Soc. 1940, 692.

    Google Scholar 

  20. Davies W. C., Evans D. P.: J. Chem. Soc. 1939, 546.

    Google Scholar 

  21. Calzolari C, Furiarli C.: Ann. chini. 44, 356 (1954); Boll. Sci. fac. chim. ind. (Bologna) 12, 14 (1954).

    Google Scholar 

  22. Calzolari C.: Ann. Triestini 1954, No. 1, 16.

    Google Scholar 

  23. KorSunov I. A., Kirillova A. S., Kuznecova Z. B.: Ì. fìz. chim. 24, 551 (1950).

    Google Scholar 

  24. Eìving P. J., Leone J. T.: J. Am. Chem. Soc. 80, 1021 (1958).

    Article  Google Scholar 

  25. Mandell L., Powers R. M., Day A. Jr.: J. Am. Chem. Soc. 80, 5284 (1958).

    Article  CAS  Google Scholar 

  26. Schultz F. S.: Iowa State College J. Sci. 26, 280 (1952).

    Google Scholar 

  27. Sartori G., Silvestroni P., Calzolari C.: Ricerca sci. 24, 1471 (1954).

    CAS  Google Scholar 

  28. Giacometti C., Galdato E.: Ricerca sci. 26, suppl. 287 (1956).

    Google Scholar 

  29. Elving P. J., Leone J. T.: J. Am. Chem. Soc. 82, 5076 (1960).

    Article  CAS  Google Scholar 

  30. Volkovà V.: Nature 185, 743 (1960).

    Article  Google Scholar 

  31. Hanus V.: Proc. 1st Intern. Polarograph. Congr. Prague 1951, Parti, p. 811. Published by Pffrodovédecké vydavatelstvi, Prague 1951.

    Google Scholar 

  32. Hans W., Henke K. H.: Z. Elektrochem. 57, 595 (1953).

    CAS  Google Scholar 

  33. Wiesner K., Wheatley M., Los J. M.: J. Am. Chem. Soc. 76, 4858 (1954).

    Article  CAS  Google Scholar 

  34. Bartel E. T., Grabowski Z. R., Kemula W., Turnowska-Rubaszewska W.: Roczniki Chem. 31, 13 (1957).

    Google Scholar 

  35. Becker M., Strehlow H.: Z. Elektrochem. 64, 42 (1960).

    Google Scholar 

  36. Koryta J.: Z. Elektrochem. 64, 23 (1960).

    CAS  Google Scholar 

  37. Grabowski Z. R., Bartel E. T.: Roczniki Chem. 34, 611 (1960).

    CAS  Google Scholar 

  38. Strehlow H.: Z. Elektrochem. 64, 45 (1960).

    Google Scholar 

  39. Majranovskij S. G., Lisceta L. I.: This Journal 25, 3025 (1960).

    Google Scholar 

  40. Giacometti G., Del Marco A.: Rend. Acad. Nazi. Lincei, CI. Sci. fis. mat. nat. [8] 14, 511 (1953).

    CAS  Google Scholar 

  41. Knobloch E., Svàtek E.: This Journal 20, 1113 (1955); Chem. listy 49, 37 (1955).

    CAS  Google Scholar 

  42. Biester F., Wolff J. H.: Arzneimittel-Forsch. 3, 481 (1953).

    Google Scholar 

  43. Isshiki T., Kajima T., Noguchi S.: Pharm. Bull. Japan 2, 253 (1945).

    Google Scholar 

  44. Holubek J., Volke J.: This Journal 24, 1436 (1959); Chem. listy 52, 589 (1958) and reference therein.

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Polarographic Institute, Czechoslovak Academy of Science, Prague, Czech Republic

    P. Zuman & V. Horák

  2. Department of Organic Chemistry, Charles University, Prague, Czech Republic

    P. Zuman & V. Horák

Authors
  1. P. Zuman
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. Horák
    View author publications

    You can also search for this author in PubMed Google Scholar

Editor information

Editors and Affiliations

  1. Department of Chemistry, University of Birmingham, Birmingham, England

    P Zuman

Rights and permissions

Reprints and permissions

Copyright information

© 1970 Plenum Publishing Company Ltd.

About this chapter

Cite this chapter

Zuman, P., Horák, V. (1970). Fission of Activated Carbon-Nitrogen and Carbon-Sulphur Bonds. II. Polarographic Reduction of β-Amino Ketones. In: Zuman, P. (eds) Topics In Organic Polarography. Springer, Boston, MA. https://doi.org/10.1007/978-1-4684-1812-5_12

Download citation

  • DOI: https://doi.org/10.1007/978-1-4684-1812-5_12

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4684-1814-9

  • Online ISBN: 978-1-4684-1812-5

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics

Search

Navigation