Quantitative evaluation of the effect of substituents on the NH acidity of carboxylic acid hydrazides

Autor: Kasfaik, T. V., Rassolova, G. V., Ponomareva, S. M., Medvedeva, E. N., Yushmanova, T. I., Lopyrev, V. A.
Zdroj: Russian Chemical Bulletin; October 1982, Vol. 31 Issue: 10 p1965-1968, 4p
Abstrakt: Conclusions 1.The NH acidity (pKa) of a series of carboxylic acid hydrazides and trifluoroacetamide in water was determined.2.A linear dependence which correlated the pKa values of RCONHNH2 hydrazides with thes* constants of the R substituents was found. The value of?*=1.79 found for the NH acidity of this series is almost the same as the analogous values for RCOOH aliphatic carboxylic acids of?*=1.81.3.When the inductive effects of the substituents in the amido group are similar, the acidity of the hydrazides is 2 pKa units greater than the acidity of primary amides.
Databáze: Supplemental Index