Acidities of 1-indolylacetic and carbazolylacetic acids. Inductive constants of indolyl and carbazolyl groups

V. D. Filimonov, M. M. Sukhoroslova, V. T. Novikov, T. V. Vidyagina

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Abstract

The pKa values of 1-indolylacetic, 3-(9-ethyl)carbazolylacetic, and a number of 3,6-disubstituted 9-carbazolylacetic acids in aqueous ethanol solutions were determined by potentiometry.The inductive constants of the corresponding heterocyclic fragments were calculated from the values obtained. It is shown that annelation of the benzene ring with the pyrrole ring of indole gives rise to a decrease in the negative inductive effect of the heteroring. A linear relationship between the acidic properties of carbazoles and the corresponding 9-carbazolylacetic acids was established.

Original languageEnglish
Pages (from-to)1213-1216
Number of pages4
JournalChemistry of Heterocyclic Compounds
Volume17
Issue number12
DOIs
Publication statusPublished - Dec 1981

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ASJC Scopus subject areas

  • Organic Chemistry

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