Abstract
The inductive constants of the corresponding heterocyclic fragments were calculated on the basis of data on the pKa values obtained by potentiometric titration of derivatives of indole, carbazole, 3-methylcarbazole, tetrahydrocarbazole, 6-methyltetrahydrocarbazole, and phenothiazine. The σR oconstant of the 9-carbazolyl group was also calculated. The enthalpy and entropy of acidic dissociation were calculated from data on the effect of the temperature on the pKa of 9-carbazolylacetic acid. It is shown that the entropy contribution to the free energy of dissociation of 9-carbazolylacetic acid predominates.
| Original language | English |
|---|---|
| Pages (from-to) | 300-303 |
| Number of pages | 4 |
| Journal | Chemistry of Heterocyclic Compounds |
| Volume | 19 |
| Issue number | 3 |
| DOIs | |
| Publication status | Published - Mar 1983 |
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- Organic Chemistry
Cite this
Acidic properties of N-hetarylacetic acids and inductive constants of N-hetaryl substituents. / Filippova, T. A.; Sukhoroslova, M. M.; Lopatinskii, V. P.; Filimonov, V. D.
In: Chemistry of Heterocyclic Compounds, Vol. 19, No. 3, 03.1983, p. 300-303.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Acidic properties of N-hetarylacetic acids and inductive constants of N-hetaryl substituents
AU - Filippova, T. A.
AU - Sukhoroslova, M. M.
AU - Lopatinskii, V. P.
AU - Filimonov, V. D.
PY - 1983/3
Y1 - 1983/3
N2 - The inductive constants of the corresponding heterocyclic fragments were calculated on the basis of data on the pKa values obtained by potentiometric titration of derivatives of indole, carbazole, 3-methylcarbazole, tetrahydrocarbazole, 6-methyltetrahydrocarbazole, and phenothiazine. The σR oconstant of the 9-carbazolyl group was also calculated. The enthalpy and entropy of acidic dissociation were calculated from data on the effect of the temperature on the pKa of 9-carbazolylacetic acid. It is shown that the entropy contribution to the free energy of dissociation of 9-carbazolylacetic acid predominates.
AB - The inductive constants of the corresponding heterocyclic fragments were calculated on the basis of data on the pKa values obtained by potentiometric titration of derivatives of indole, carbazole, 3-methylcarbazole, tetrahydrocarbazole, 6-methyltetrahydrocarbazole, and phenothiazine. The σR oconstant of the 9-carbazolyl group was also calculated. The enthalpy and entropy of acidic dissociation were calculated from data on the effect of the temperature on the pKa of 9-carbazolylacetic acid. It is shown that the entropy contribution to the free energy of dissociation of 9-carbazolylacetic acid predominates.
UR - http://www.scopus.com/inward/record.url?scp=34250147861&partnerID=8YFLogxK
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U2 - 10.1007/BF00513265
DO - 10.1007/BF00513265
M3 - Article
VL - 19
SP - 300
EP - 303
JO - Chemistry of Heterocyclic Compounds
JF - Chemistry of Heterocyclic Compounds
SN - 0009-3122
IS - 3
ER -