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Conformation of trans-2-chlorohexanol and bicyclo[4.1.0]heptane halohydrins

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

Conclusions

  1. 1.

    IR spectroscopy and dipole moment and Kerr effect measurements were used to study the isomeric norcarane trans-3,4-chlorohydrins and trans-3,4-bromohydrins. Conformations with equatorial orientation of the functional groups are found in compounds with one group in the cis position to the cyclopropane ring. Conformers with axial and equatorial substituent orientation are found in equilibrium in compounds with two groups in cis position.

  2. 2.

    When intramolecular hydrogen bonding of the OH group with the halogen atom is possible, the conformation corresponds to 1,3-parallel orientation of the C-Hal and O-H bonds with antiparallel orientation of their dipoles.

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Authors and Affiliations

  1. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Branch of the Academy of Sciences of the USSR, USSR

    É. Kh. Kazakova, L. N. Surkova, R. R. Shagidullin Jr., S. V. Andreeva, G. Sh. Bikbulatova & A. N. Vereshchagin

Authors
  1. É. Kh. Kazakova
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  2. L. N. Surkova
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  3. R. R. Shagidullin Jr.
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  4. S. V. Andreeva
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  5. G. Sh. Bikbulatova
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  6. A. N. Vereshchagin
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1280–1284, June, 1986.

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Kazakova, É.K., Surkova, L.N., Shagidullin, R.R. et al. Conformation of trans-2-chlorohexanol and bicyclo[4.1.0]heptane halohydrins. Russ Chem Bull 35, 1159–1162 (1986). https://doi.org/10.1007/BF00956587

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  • DOI: https://doi.org/10.1007/BF00956587

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