Summary
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1.
A study was made of the kinetics of the isomerization of the individual Δ 1,4− , Δ 2,4a(8a)− , and Δ1(8a),4 hexalin-1,2-dicarboxylic acids, and their mutual transformations are shown schematically.
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2.
The Δ2,4a(8a)-isomer may be formed in the reaction mixture both directly from the Δ 1,4-acid as the result of a one-stage reaction and also from the conjugated Δ1(8a,4-acid.
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3.
The Δ1(8a),4-acid is not stable under the isomerization conditions, and it is readily converted into 5,6,7,8-tetrahydro-1, 2-naphthalenedicarboxylic acid.
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Literature cited
N. Ya. Grigor'eva and V. F. Kucherov, Izv. AN SSSR, Otd. khim. n.1962, 2196.
I. N. Nazarov, V. F. Kucherov, and V. M. Andreev, Izv. AN SSSR, Otd. khim. n.1956. 951.
V. F. Kucherov, N. Ya. Grigor'eva and T. M. Fadeeva, Zh. obshch. khimii31, 2894 (1961).
W. S. Johnson et al., J. Amer. Chem, Soc.78, 6296 (1956).
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Kucherov, V.F., Grigor'eva, N.Y., Fadeeva, T.M. et al. Conjugation factors in cyclic systems communication 5. Mutual transformations and kinetics of the isomerization of hex alin-1,2-dicarbox ylic acids under the influence of alkalis. Russ Chem Bull 12, 120–126 (1963). https://doi.org/10.1007/BF00846961
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DOI: https://doi.org/10.1007/BF00846961