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Conformation of benzylidenecyclohexanone, dibenzylidenecyclohexanone, and benzylidenecyclohexanone oxide

  • 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 2-benzylidenecyclohexanone, its 2-p-halo-derivatives, and pulegone were investigated by the method of dipole moments (DM). These compounds have a half-chair conformation, while the phenyl radical in the benzylidene derivatives occupies a trans-position relative to the carbonyl group.

  2. 2.

    For 2,6-dibenzylidenecyclohexanone and its 2,6-di-p-halo-derivatives, an envelope-type conformation was demonstrated, according to the data of DM and IR spectroscopy.

  3. 3.

    For benzylidenecyclohexanone oxide, a chair conformation with an axial oxygen atom of the epoxy group is preferential.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1011–1016, May, 1969.

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Arbuzov, B.A., Yuldasheva, L.K. & Arshinova, R.P. Conformation of benzylidenecyclohexanone, dibenzylidenecyclohexanone, and benzylidenecyclohexanone oxide. Russ Chem Bull 18, 923–927 (1969). https://doi.org/10.1007/BF00922842

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  • DOI: https://doi.org/10.1007/BF00922842

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