Abstract
The ring inversion and internal rotation parameters in cyclohexylformate, cyclohexylacetate, cyclo- hexylbutyrate, and cyclohexylvalerate molecules were studied by the MM2 method using the force field. The entropy of gaseous cyclohexylformate at T = 283.19 K calculated by statistical thermodynamics methods agrees fairly well with the experimental value; this is indirect support of the correctness of the calculated parameters of the V ( φ ) functions for internal rotation and ring inversion in cyclohexylformate molecules.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
REFERENCES
V. I. Ovchinnikov and V. R. Ruchinskii (eds.), Caprolactam Production [in Russian], Khimiya, Moscow (1977).
A. A. Kozyro, A. V. Blokhin, G. J. Kabo, and Y. V. Paulechka, to appear in J. Chem. Thermodyn.
G. J. Kabo, A. V. Blokhin, A. A. Kozyro, and V. V. Diky, Thermochim. Acta, 290, 13–30 (1996).
A. V. Blokhin, G. Ya. Kabo, and A. G. Kabo, Zh. Fiz. Khim., 74, 812–817 (2000).
F. R. Jensen, C. H. Bushwaller, and B. H. Beck, J. Am. Chem. Soc., 91, 344–351 (1969).
J. C. Celotti, J. Reisse, and G. Chiurdoglu, Tetrahedron, 22, 2249–2256 (1966).
N. L. Allinger, J. Am. Chem. Soc., 99, 8127–8134 (1977).
U. Burkert and N. L. Allinger (eds.), Molecular Mechanics, Am. Chem. Soc., Washington, DC (1982).
R. F. Curl Jr., J. Chem. Phys., 30, 1529–1536 (1959).
C. E. Blom and Hs. H. Güntard, Chem. Phys. Lett., 84, 267–271 (1981).
J. M. Riveros and E. B. Wilson Jr., J. Chem. Phys., 46, 4605–4612 (1967).
M. L. Frenkel, G. J. Kabo, K. N. Marsch, et al., Thermodynamics of Organic Compounds in the Gas State, Vols. 1, 2, TRC, College Station (1994).
Rights and permissions
About this article
Cite this article
Blokhin, A.V., Pavlechko, E.V. & Kabo, G.Y. Conformational Transformations of Some Cyclohexyl Esters. Journal of Structural Chemistry 41, 757–762 (2000). https://doi.org/10.1023/A:1004897832528
Issue Date:
DOI: https://doi.org/10.1023/A:1004897832528