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Separation of signals and analysis of NMR spectra of type ABKPQY of a mixture of the erythro and threo isomers of 3,4-butanediol 1,2-oxide dinitrate on a spectrometer with an operating frequency of 200 MHz

Conclusions

  1. 1.

    The existence of the dinitrate of 3,4-butanediol 1,2-oxide as a mixture of the erythro and threo isomers was confirmed on an NMR spectrometer that operated at a frequency of 200 MHz. The spectra of the individual isomers were isolated and analyzed.

  2. 2.

    We synthesized the erythro and threo isomers of 3,4-butanediol 1,2-oxide dinitrate. A study was made of the NMR spectra of these compounds and the relation between the parameters of the spectra and the structure of the diastereomers was discussed.

  3. 3.

    Some members of the partial nitrates of α-epoxy alcohols, namely the 4-nitrates of erythro- and threo-3,4-butanediol 1,2-oxide, were obtained for the first time.

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Literature cited

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    V. A. Zabrodin, V. E. Solov'ev, P. K. Kirillov, K. A. Tikhonov, and L. N. Gal'perin, Prib. i Tekhn. Eksperim., 158 (1970).

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    L. T. Eremenko and A. M. Korolev, Izv. Akad. Nauk SSSR, Ser. Khim., 1436 (1966); 147 (1970).

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    L. T. Eremenko and A. M. Korolev, ibid.,1142, 1354 (1967); 1125 (1968); 920 (1970).

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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1549–1554, July, 1973.

The authors thank I. S. Krainskii for his assistance in obtaining the spectra at 200 MHz.

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Lagodzinskaya, G.V., Zabrodin, V.A., Korolev, A.M. et al. Separation of signals and analysis of NMR spectra of type ABKPQY of a mixture of the erythro and threo isomers of 3,4-butanediol 1,2-oxide dinitrate on a spectrometer with an operating frequency of 200 MHz. Russ Chem Bull 22, 1502–1506 (1973). https://doi.org/10.1007/BF00930048

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Keywords

  • Alcohol
  • Operating Frequency
  • Erythro
  • Butanediol
  • Threo