Raman-spectrum investigation of the conformations of the cyanohydrins of some cyclohexanone derivatives

  • M. I. Batuev
  • A. A. Akhrem
  • A. V. Kamernitskii
  • A. D. Matveeva
Organic and Biological Chemistry
  • 29 Downloads

Summary

  1. 1.

    Cyclohexanone cyanohydrin (1-hydroxycyclohexanecarbonitrile) (I) exists in two conformationae andea, neither of which predominates appreciably over the other.

     
  2. 2.

    The crystalline 1-hydroxy-2-methylcyclohexanecarbonitrile investigated was found to be almost pure cisisomer (II), whereas the liquid form was a mixture of the cis-and trans-isomers (II) + (III); in the cis-configuration the conformation cis-ea is somewhat predominant, while in the trans-configuration the conformation trans-ee predominates.

     
  3. 3.

    The 2-chloro-1-hydroxycyclohexanecarbonitrile investigated is a mixture of cis- and trans-configurations (IV), in which the cis-configuration predominates substantially (about 80%): the predominant conformation is cis-ea.

     

Keywords

Cyclohexanone Liquid Form Cisisomer Predominant Conformation Cyclohexanone Derivative 

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Literature cited

  1. 1.
    I. N. Nazarov, A. A. Akhrem and A. V. Kamernitskii, Zh. osbhch. khimii25, 1345 (1955); Izv. AN SSSR, Otd. khim. n. 1958, 631; I. N. Nazarov, A. V. Kamernitskii, and A. A. Akhrem, Zh. obshch. khimii28, 1458 (1958).Google Scholar
  2. 2.
    M. I. Batuev, A. A. Akhrem, A. V. Kamernitskii and A. D. Matveeve, Dokl. AN SSSR133, 1077 (1960).Google Scholar
  3. 3.
    M. I. Batuev.28, 423 (1940);40, 315 (1948);47, 100 (1945).Google Scholar

Copyright information

© Consultants Bureau Enterprises, Inc. 1962

Authors and Affiliations

  • M. I. Batuev
    • 1
  • A. A. Akhrem
    • 1
  • A. V. Kamernitskii
    • 1
  • A. D. Matveeva
    • 1
  1. 1.Institute of Mineral Fuels and N. D. Zelinskii Institute of Organic ChemistryAcademy of SciencesUSSR

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