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Hydrolysis of 2-alkoxyalk-2-enals

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Abstract

Hydrolysis of 2-alkoxyalk-2-enals with equimolar amount of water (in an organic solvent) and with an excess of water has been studied with the aim of synthesizing 2-oxopropanal (methylglyoxal). 2-Oxopropanal obtained in an excess of water exists in the hydrate from. In organic solvents, the cyclic trimer of 2-oxopropanal, 2,4,6-triacetyl-1,3,5-trioxane, predominates (NMR data).

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References

  1. M. F. Shostakovskii, N. A. Keiko, and A. Kh. Filippova,Izv. Akad. Nauk SSSR, Ser. Khim., 1967, 392 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1967,16 (Engl. Transl.)].

  2. L. G. Egyud and A. Szent-Gyorgyi,Science, 1968,160, 1140.

    Article  CAS  Google Scholar 

  3. V. S. Alekseev and N. V. Alekseeva,Ukr. Biokhim. Zh., [Ukrainian Biochemical Journal], 1990,62, 13 (in Russian).

    CAS  Google Scholar 

  4. H. J. Sanders and A. W. Taff,Ind. Eng. Chem., 1954,46, 414.

    Article  CAS  Google Scholar 

  5. G. Leoncini,Italian J. of Biochemistry, 1979,28, 285.

    CAS  Google Scholar 

  6. M. Fedoronko, M. Petrusova, and I. Tvaroska,Carbohydrate Rev., 1983,115, 85.

    Article  CAS  Google Scholar 

  7. Sho-Chow Woo and Sze-Tseng Chang,Trans. Faraday Soc., 1945,41, 157.

    Article  CAS  Google Scholar 

  8. N. A. Keiko, T. N. Musorina, Yu. L. Frolov, A. M. Shulunova, Yu. A. Chuvashev, and M. G. Voronkov,Izv. Akad. Nauk SSSR, Ser. Khim., 1981, 1993 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1981,30 (Engl. Transl.)].

  9. J. Furukawa, and T. Saegusa,Polymerization of Aldehydes and Oxides, Wiley, New York, 1963.

    Google Scholar 

  10. J. L. Jangnichel and C. A. Reilly,J. Mol. Spectr., 1965,16, 135.

    Article  Google Scholar 

  11. T. N. Mamashvili, N. A. Keiko and M. G. Voronkov,Zh. Org. Khim., 1995,31, 429 [Russ. J. Org. Chem., 1995,31 (Engl. Transl.)].

    CAS  Google Scholar 

  12. N. A. Keiko and M. F. Shostakovskii,Dokl. Akad. Nauk SSSR, 1965,162, 362, [Dokl. Chem., 1965 (Engl. Transl.)].

    Google Scholar 

  13. N. A. Keiko, M. F. Shostakovskii, and A. P. Chichkarev,Izv. Akad. Nauk SSSR, Ser. Khim., 1967, 2351 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 196716 (Engl. Transl.)].

  14. Houben-Weyl,Methoden der Organische Chemie, Stuttgart, 1955,3, 2; 75.

    Google Scholar 

  15. Beilstein Handbuch der Organische Chemie, Berlin, 1942, 1,EII, s. 822.

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2547–2549, December, 1998.

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Mamashvili, T.N., Keiko, N.A., Sarapulova, G.I. et al. Hydrolysis of 2-alkoxyalk-2-enals. Russ Chem Bull 47, 2465–2467 (1998). https://doi.org/10.1007/BF02641556

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  • DOI: https://doi.org/10.1007/BF02641556

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