Conclusions
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1.
The stereo structure of the o-substituted 2,4-dinitrophenylthiobenzoates depends on the nature of the substituent. Fluorine, chlorine, and methoxy derivatives exist in several nonequivalent conformations.
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2.
Conjugation between the carbonyl group and the aromatic ring is conserved for all the compounds studied.
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3.
The alkaline hydrolysis reaction rate rises as the constant σ* of the substituent increases.
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4.
The alkaline hydrolysis reaction rate becomes less dependent on the nature of the substituent as the reaction temperature falls.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1498–1504, July, 1982.
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Prangova, L.S., Gavrilova, G.A., Sinegovskaya, L.M. et al. Spectroscopic study of the structure of o-substituted 2,4-dinitrophenylthiobenzoates and their alkaline hydrolysis kinetics. Russ Chem Bull 31, 1336–1341 (1982). https://doi.org/10.1007/BF00954149
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DOI: https://doi.org/10.1007/BF00954149