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Chemistry of acetals

Communication 12. Use of gas-liquid chromatography for the analysis of products of the reaction of ortho esters with vinyl ethers

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Summary

  1. 1.

    In a study of the composition of the mixtures formed in the reactions of ortho esters with vinyl ethers in presence of zinc chloride or boron trifluoride etherate the method of gas-liquid chromatography was used. The chromatographic column contained a silicone elastomer supported on sodium chloride.

  2. 2.

    The conditions were determined for the gas-liquid chromatography of acetals and some carbonyl compounds, and their relative retention times were determined.

  3. 3.

    Under the given conditions, not only did addition of ortho esters to vinyl ethers occur, but also decomposition of the ortho esters, their self-condensation, and their condensation with normal esters.

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Literature cited

  1. 1.

    L. A. Yanovskaya, S. S. Yufit, and V. F. Kucherov, Izv. AN SSSR. Otd. khim. n. 1246 (1960).

  2. 2.

    L. A. Yanovskaya and V. F. Kucherov, Izv. AN SSSR. Otd. khim. n. 1284 (1960).

  3. 3.

    V. F. Kucherov and L. A. Yanovskaya, Questions in the Chemistry of Terpenes and Terpenoids [in Russian], Izd. AN Lit. SSR, Vilna, p. 25 (1960).

  4. 4.

    V. F. Kucherov and B. A. Rudenko, Dokl. AN SSSR145, 577 (1962).

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    L. Claisen, Liebigs Ann. Chem.291, 1 (1897).

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    J. F. Kenna and F. J. Sowa, J. Amer. Chem. Soc.60, 124 (1938).

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Yanovskaya, L.A., Kucherov, V.F. & Rudenko, B.A. Chemistry of acetals. Russ Chem Bull 11, 2087–2092 (1962). https://doi.org/10.1007/BF00911370

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Keywords

  • Silicone
  • Zinc
  • Ester
  • Boron
  • Sodium Chloride