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Is 1,3-dihydroxypropanenitronic acid really stable?

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Abstract

The condensation of nitromethane with paraformaldehyde in the presence of catalytic amounts of KF and tetra-n-butylammonium bromide in a medium of isopropanol does not afford stable 1,3-dihydroxypropanenitronic acid. In the neutralization of 2-nitro-1,3-propanediol sodium salt by anhydrous CF3COOH, 2-nitro-1,3-propanediol and 2-nitro-1-propen-3-ol were identified.

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Literature cited

  1. A. T. Nilsen, “Nitronic acids and esters,” in: Chemistry of Nitro and Nitroso Groups, H. M. Feuer (ed.), Wiley-Interscience, New York (1969–70).

    Google Scholar 

  2. L. T. Eremenko, G. V. Oreshko, M. A. Fadeev, et al., Izv. Akad. Nauk SSSR, Ser. Khim., No. 11, 2555 (1984).

    Google Scholar 

  3. L. W. Herman and J. W. Apsimon, Tetrahedron Lett.,26, No. 11, 1423 (1985).

    Google Scholar 

  4. S. S. Novikov, G. A. Shvekhgeimer, V. V. Sevost'yanova, and V. A. Shlyapochnikov, Chemistry of Aliphatic and Alicyclic Nitro Compounds [in Russian], Khimiya, Moscow (1974), p. 393.

    Google Scholar 

  5. I. M. Gorskii and S. P. Makarov, Zh. Obshch. Khim.,4, No. 7, 1006 (1934).

    Google Scholar 

  6. I. Houben, Methods of Organic Chemistry [Russian translation], Vol. 4, No. 1, Book 1, Goskhimizdat, Moscow-Leningrad (1949), p. 383.

    Google Scholar 

  7. K. Klager, Monatsh. Chem.,96, 1 (1965).

    Google Scholar 

  8. G. V. Oreshko, M. A. Fadeev, G. V. Lagodzinskaya, et al., Izv. Akad. Nauk SSSR, Ser. Khim., No. 2, 2737 (1985).

    Google Scholar 

  9. G. V. Oreshko, N. M. Batrakova, and L. T. Eremenko, Izv. Akad. Nauk SSSR, Ser. Khim., No. 8, 1916 (1987).

    Google Scholar 

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 634–636, March, 1990.

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Eremenko, L.T., Oreshko, G.V., Lagodzinskaya, G.V. et al. Is 1,3-dihydroxypropanenitronic acid really stable?. Russ Chem Bull 39, 555–557 (1990). https://doi.org/10.1007/BF00959582

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  • DOI: https://doi.org/10.1007/BF00959582

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