Chemistry of acetals

Communication 13. Study of the hydrolysis of some diacetals by means of gas-liquid chromatography
  • L. A. Yanovskaya
  • B. A. Rudenko
  • V. F. Kucherov
  • R. N. Stepanova
  • G. A. Kogan
Organic and Biological Chemistry

Summary

  1. 1.

    Gas-liquid chromatography (column containing a silicone elastomer on a sodium chloride support) was applied in a study of the hydrolysis of some diacetals.

     
  2. 2.

    The first stage in the hydrolysis of malonaldehyde diacetals is unsymmetrical hydrolysis at one of the acetal groupings with formation of 3,3-diethoxypropionaldehydes. Secondary products of this reaction are 3-ethoxyacroleins formed by the elimination of a molecule of alcohol from 3,3-diethoxypropionaldehydes.

     
  3. 3.

    It was shown that intermolecular transacetalization occurs between diacetals and dialdehydes.

     
  4. 4.

    It was proved that the 2-butendial diacetal prepared by the cleavage of furan has the trans configuration (fumaraldehyde diacetal). Its partial hydrolysis of 4,4-dimethoxycrotonaldehyde was studied.

     

Keywords

Sodium Alcohol Acetal Silicone Chloride 

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Literature cited

  1. 1.
    L. A. Yanovskaya and V. F. Kucherov, Izv. AN SSSR. Otd. khim. n. 667 (1962).Google Scholar
  2. 2.
    L. A. Yanovskaya, V. F. Kucherov, and B. A. Rudenko, Izv. AN SSSR. Otd. khim. n. 2182 (1962).Google Scholar
  3. 3.
    V. F. Kucherov and B. A. Rudenko, Dokl. AN SSSR145, 577 (1962).Google Scholar
  4. 4.
    V. F. Kucherov, L. A. Yanovskaya, and B. G. Kovalev, Dokl. AN SSSR133, 370 (1960).Google Scholar
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    L. A. Yanovskaya, Reactions and Methods of Investigation of Organic Substances, Vol. II [in Russian], Goskhimizdat, Moscow, p. 231 (1961).Google Scholar
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    S. M. Makin and N. I. Telegina, Zh. obshch. khimii32, No. 4 (1962).Google Scholar
  7. 7.
    V. F. Kucherov, B. G. Kovalev, G. A. Kogan, and L. A. Yanovskaya, Dokl. AN SSSR138, 1115 (1960).Google Scholar
  8. 8.
    B. A. Rudenko and V. F. Kucherov, Izv. AN SSSR (in the press) (1963).Google Scholar

Copyright information

© Consultants Bureau Enterprises, Inc. 1963

Authors and Affiliations

  • L. A. Yanovskaya
    • 1
  • B. A. Rudenko
    • 1
  • V. F. Kucherov
    • 1
  • R. N. Stepanova
    • 1
  • G. A. Kogan
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of SciencesUSSR

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