Conclusions
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1.
The ethyl esters of carboxylic acids in solutions are characterized by the participation of considerable numbers of rotamers with a COCC dihedral angle equal to ip90° in the conformational equilibrium with respect to the O-Et bond.
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2.
The isopropyl esters in solutions are characterized by a conformation with a COCH dihedral angle equal to ∿40°.
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Literature cited
A. A. Bredikhin, V. A. Kirillovich, and A. N. Vereshchagin, Izv. Akad. Nauk SSSR, No. 4, 795 (1988).
T. B. Grindley, Tetrahedron Lett.,23, 1757 (1982).
S. Ruschin and S. H. Bauer, J. Phys. Chem.,84, 3061 (1980).
C. Blom and H. Gunthard, Chem. Phys. Lett.,84, 267 (1981).
S. W. Charles, G. I. L. Jones, N. L. Owen, et al., J. Mol. Struct.,16, 225 (1973).
N. S. True and R. K. Bohn, J. Am. Chem. Soc.,98, 1188 (1976).
P. Murray-Rust, in: J. E. Griffin and W. L. Duax (eds.), Molecular Structure and Biological Activity, Elsevier, New York (1982), p. 125.
J. M. Riveros and E. B. Wilson, J. Chem. Phys.,46, 4605 (1967).
V. J. Klimkowski, L. Schafer, and R. K. Bohn, J. Comp. Chem.,5, 175 (1984).
W. O. George, D. V. Hassid, and W. F. Maddams, J. Chem. Soc., Perkin Trans. II, 952 (1973).
N. S. True and R. K. Bohn, J. Mol. Struct.,36, 173 (1977).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1067–1070, May, 1988.
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Bredikhin, A.A., Kirillovich, V.A. & Vereshchagin, A.N. Polarity, polarizability, and structure of esters. 2. Conformations of ethyl formate, ethyl acetate, isopropyl formate, and isopropyl acetate in solutions. Russ Chem Bull 37, 931–934 (1988). https://doi.org/10.1007/BF00957063
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DOI: https://doi.org/10.1007/BF00957063