Monatshefte für Chemie / Chemical Monthly

, Volume 106, Issue 1, pp 159–168 | Cite as

Über die Identifizierung von Alkoholen mit 1-Chlormethyl-isatin

  • Winfried Wendelin
  • Florian Knotz
  • Hans-Wolfgang Schramm
Organische Chemie und Biochemie

The identification of alcohols by means of 1-chloromethyl-isatin


Primary, secondary and tertiary aliphatic alcohols quickly react with 1-chloromethyl-isatin (1) to give good yields of alkoxymethylisatines4-novel derivatives of alcohols with the structure of N,O-acetals; the compounds4 can be prepared also from water containing alcohols. 21 alkoxymethylisatines (4a-4u) were synthesized and tabulated; because of their easy preparation, simple purification and high melting-points they are a useful means for identifying alcohols.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    F. Knotz, Scientia pharmac. [Wien]38, 227 (1970).Google Scholar
  2. 2.
    W. Wendelin undF. Knotz, Mh. Chem.103, 1632 (1972).Google Scholar
  3. 3.
    Literaturzusammenstellungen über diese Methoden findet man z. B. in:R. L. Shriner, R. C. Fuson, andD. Y. Curtin, The Systematic Identification of Organic Compounds. New York: Wiley. 1964 (mit Tabellen) und in:Stig Veibel, Analytik organischer Verbindungen. Berlin: Akademie-Verlag. 1960.Google Scholar
  4. 4.
    Fr. Gumpert, J. prakt. Chem. [2]31, 119 (1885).Google Scholar
  5. 5.
    E. Lambling, Bull. soc. chim. France19, 771 (1898).Google Scholar
  6. 6.
    T. V. Bickel undH. E. French, J. Amer. Chem. Soc.48, 747 (1926).Google Scholar
  7. 7.
    C. Neuberg undE. Kansky, Biochem. Z.20, 446 (1909).Google Scholar
  8. 8.
    H. J. Henstock, J. chem. Soc. [London]1933, 216.Google Scholar
  9. 9.
    M. D. Armstrong undJ. E. Copenhaver, J. Amer. Chem. Soc.65, 2252 (1943).Google Scholar
  10. 10.
    T. Reichstein, Helv. Chim. Acta9, 799 (1926).Google Scholar
  11. 11.
    W. N. Lipscomb undR. H. Baker, J. Amer. Chem. Soc.64, 179 (1942).Google Scholar
  12. 12.
    B. H. Nicolet undJ. Sacks, J. Amer. Chem. Soc.47, 2348 (1925).Google Scholar
  13. 13.
    G. M. Dickinson, L. H. Crosson, undJ. E. Copenhaver, J. Amer. Chem. Soc.59, 1094 (1937).Google Scholar
  14. 14.
    W. A. Feissler undR. L. Shriner, J. Amer. Chem. Soc.58, 1384 (1936).Google Scholar
  15. 15.
    H. Böhme undH. Schwartz, Arch. Pharmaz.306, 684 (1973).Google Scholar
  16. 16.
    A. Reissert undA. Händler, Ber. dtsch. chem. Ges.57, 994 (1924).Google Scholar

Copyright information

© Springer-Verlag 1975

Authors and Affiliations

  • Winfried Wendelin
    • 1
  • Florian Knotz
    • 1
  • Hans-Wolfgang Schramm
    • 1
  1. 1.Institut für Pharmazeutische Chemie der Universität GrazGrazÖsterreich

Personalised recommendations