Conclusions
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1.
In the crystalline state 4a-chloro-3α,10α-epoxycarane exists in a “sofa” conformation in which the epoxide ring and its attached carbon atom form a planar fragment, and in which the halogen substituent occupies an axial orientation.
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2.
Using dipole moment and Kerr effect calculations and measurements it was found that the isomeric 4α-chloro-3(10)carene epoxides exist in the form of conformational equilibria involving 1,2-diplanar “sofa” forms in which the chlorine atoms (in each equilibrium conformation) preferentially occupy axial positions.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2018–2022, September, 1988.
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Kovylyaeva, G.I., Bakaleinik, G.A., Litvinov, I.A. et al. Conformations of isomeric 4α-chloro-3(10)-carene epoxides. Russ Chem Bull 37, 1806–1809 (1988). https://doi.org/10.1007/BF00962493
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DOI: https://doi.org/10.1007/BF00962493