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Reaction of trinitromethane and its halo derivatives with diazomethane

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Conclusions

  1. 1.

    The formation of 3-nitroisoxazoline N-oxide in the reaction of diazomethane with trinitromethane goes through the intermediate step of the O-methyl ester of trinitromethane.

  2. 2.

    The O-chloromethyl ester of trinitromethane is formed when chlorotrinitromethane is reacted with an equimolar amount of diazomethane.

  3. 3.

    The O-methyl ester of trinitromethane is formed when the bromo- and iodotrinitromethanes are reacted with a double amount of diazomethane.

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Literature cited

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    A.A. Onishchenko and V.A. Tartakovskii, Izv. Akad. Nauk SSSR, Ser. Khim., 948 (1970).

  2. 2.

    V.A. Tartakovskii, I.E. Chlenov, G.V. Lagodzinskaya, and S.S. Novikov, Dokl. Akad. Nauk SSSR,161, 136 (1965).

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    I.E. Chlenov, Dissertation [in Russian], Moscow (1965).

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    F.A. Gabitov and A.L. Fridman, Zh. Organ. Khim.,4, 2259 (1968).

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    G.L. Closs and J.J. Coyle, J. Am. Chem. Soc.,87, No. 19, 4270 (1965).

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    V.A. Tartakovskii, V.G. Gribov, and S.S. Novikov, Izv. Akad. Nauk SSSR, Ser. Khim., 1074 (1965).

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    V.A. Tartakovskii, Dissertation [in Russian], Moscow (1966).

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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1560–1562, July, 1971.

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Onishchenko, A.A., Chlenov, I.E., Makarenkova, L.M. et al. Reaction of trinitromethane and its halo derivatives with diazomethane. Russ Chem Bull 20, 1460–1462 (1971). https://doi.org/10.1007/BF00857417

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Keywords

  • Ester
  • Equimolar Amount
  • Intermediate Step
  • Bromo
  • Diazomethane