Conclusions
-
1.
According to the data of the dipole moments, Kerr effects, light scattering, and IR spectra, 1,3-dihalopropanes symmetrically substituted in the 2-position are represented in CCl4 by conformers with trans-gauche and gauche-gauche (with an arrangement of the halogen atoms on different sides of the plane of the carbon atoms) orientations of the X-C-C-C-X chain.
-
2.
1, 2,3-Trihalopropanes exist chiefly in a gauche-gauche conformation.
Similar content being viewed by others
Literature cited
A. B. Dempster, K. Price, and N. Sheppard, Spectrochim. Acta,25A, 1381 (1969).
H. B. Thompson and S. L. Hahson, J. Phys. Chem.,65, 1005 (1961).
M. J. Aroney, S. Izsak, and R. J. W. LeFevre, J. Chem. Soc., 1407 (1962).
S. G. Vul'fson and A. N. Vereshchagin, Izv. Akad. Nauk SSSR, Ser. Khim., 2473 (1970).
I. P. Biryukov, M. G. Voronkov, and I. A. Safin, Tables of Nuclear Quadrupole Resonance Frequencies [in Russian], “Khimiya” (1968).
R. J. W. LeFevre and B. J. Orr, J. Chem. Soc., B, 37 (1966).
C.-Y. Chen, and R. J. W. LeFevre, J. Chem. Soc., B, 40 (1966).
A. K. Vereshchagin and S. G. Vul'fson, Teoret. i Éksperim. Khimiya,4, 548 (1968).
A. N. Vereshchagin, S. G. Vul'fson, and R. A. Emagulov, Izv. Akad. Nauk SSSR, Ser. Khim., 163 (1973).
A. N. Vereshchagin, O. N. Nuretdinova, L. Z. Nikonova, and B. A. Arbuzov, Izv. Akad. Nauk SSSR, Ser. Khim., 758 (1971).
A. N. Vereshchagin and S. G. Vul'fson, Teoret. i Éksperim. Khimiya,1, 305 (1965).
M. J. Aroney, R. J. W. LeFevre, and A. N. Singh, J. Chem. Soc., 564 (1965).
B. A. Arbuzov, S. G. Vul'fson, A. P. Timosheva, and A. N. Vereshchagin, Izv. Akad. Nauk SSSR, Ser. Khim., 1386 (1973).
H. B. Thompson and C. W. Lawson, J. Phys. Chem.,64, 1788 (1960).
L. J, Bellamy and R. L. Williams, J. Chem. Soc., 4294 (1957).
A. B. Remizov and N. N. Vakhrusheva, Summaries of Reports at the Eighth Siberian Conference on Spectroscopy [in Russian], Irkutsk (1972).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2417–2422, November, 1973.
The authors are grateful to O. N. Nuretdinova and L. Z. Nikonova for providing the 3, 3-bis(chloromethyl)oxethane.
Rights and permissions
About this article
Cite this article
Vereshchagin, A.N., Timosheva, A.P., Vul'fson, S.G. et al. Conformation of compounds with two geminal halomethyl groups. Russ Chem Bull 22, 2363–2367 (1973). https://doi.org/10.1007/BF00926372
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00926372