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Synthesis of gem-dichlorocyclopropane and 1,3-dioxane derivatives from divinylbenzene

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Abstract

The Prins reaction and cyclopropanation of the light fraction obtained by distillation of the technical grade divinylbenzene and consisting of a mixture of 1,3- and 1,4-divinylbenzenes with admixture of 3- and 4-ethylstyrenes were studied. These reactions quantitatively give the corresponding gem-dichlorocyclopropane and 1,3-dioxane benzene derivatives. The structures of the synthesized compounds were confirmed by NMR spectroscopy and mass spectrometry.

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Authors and Affiliations

  1. Ufa State Petroleum Technological University, 1 ul. Kosmonavtov, 450062, Ufa, Russian Federation

    G. Z. Raskil’dina, Yu. G. Borisova & S. S. Zlotskii

  2. Ufa Federal Research Centre of the Russian Academy of Sciences, 71 prosp. Oktyabrya, 450054, Ufa, Bashkortostan, Russian Federation

    L. V. Spirikhin

Authors
  1. G. Z. Raskil’dina
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  2. Yu. G. Borisova
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  3. L. V. Spirikhin
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  4. S. S. Zlotskii
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Corresponding authors

Correspondence to G. Z. Raskil’dina or L. V. Spirikhin.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2092–2097, November, 2019.

This work was financially supported by the Russian Foundation for Basic Research (competition mol_ev_a (Eureka! Idea), Project No. 19-33-8000219 from 07.12.2018).

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Raskil’dina, G.Z., Borisova, Y.G., Spirikhin, L.V. et al. Synthesis of gem-dichlorocyclopropane and 1,3-dioxane derivatives from divinylbenzene. Russ Chem Bull 68, 2092–2097 (2019). https://doi.org/10.1007/s11172-019-2671-4

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  • DOI: https://doi.org/10.1007/s11172-019-2671-4

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