Conclusions
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1.
We have found an inverse relationship between the experimental value of the hydrolysis rate constant for aromatic polyamides in sulfuric acid and the calculated value of the enthalpy of monomolecular heterolysis of a nitrogen-protonated amide group in the case of model macromolecule fragments.
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2.
The electron density distribution in the molecules of the amides under study provides data on the effect of the type of substituent on the enthalpy of heterolysis and the N-C bond strength which confirm that hydrolysis of amides is possible by the A-1 mechanism in concentrated acid.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2302–2306, October, 1983.
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Bolduzev, A.I., Golubev, V.M. & Rusanov, A.L. Quantum-chemical estimate of the hydrolytic stability of aromatic polyamides. Russ Chem Bull 32, 2078–2081 (1983). https://doi.org/10.1007/BF00955775
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DOI: https://doi.org/10.1007/BF00955775