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The polarity, polarizability, and conformation of 5,5-bis-(halogenomethyl)-1,3-dioxanes

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

Conclusions

  1. 1.

    The conformations of the germinal halogenomethyl groups in position 5 of a 1,3-dioxane ring have been established. In the case of the bromomethyl derivatives, the forms with tg and gg′ orientations of the X-C-C-C-X chain exist in equilibrium. In the case of the chlorcderivatives, in addition to the above-mentioned forms, polar structures are realized with a trans-orientation of the C-Cl bond of the axial chloromethyl group

  2. 2.

    The geometry of the dioxane ring in 2,2,5,5-tetramethyl-1,3-dioxane has been determined.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1049–1056, May, 1976.

The authors express their thanks to V. N. Nabiullin for synthesizing compound (IV).

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Arbuzov, B.A., Kataev, V.E., Wul'fson, S.G. et al. The polarity, polarizability, and conformation of 5,5-bis-(halogenomethyl)-1,3-dioxanes. Russ Chem Bull 25, 1021–1028 (1976). https://doi.org/10.1007/BF00921984

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  • DOI: https://doi.org/10.1007/BF00921984

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