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Kinetic and equilibrium study of the interaction of N ‐(1‐Ethylpropyl)‐3, 4‐Dimethyl‐2, 6‐Dinitroaniline with hydroxide ion
Author(s) -
Nassetta Mirtha,
De Vargas Elba B.,
De Rossi Rita H.
Publication year - 1991
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610040504
Subject(s) - chemistry , deprotonation , protonation , hydroxide , kinetic energy , ion , reaction rate constant , equilibrium constant , medicinal chemistry , ring (chemistry) , kinetics , inorganic chemistry , organic chemistry , physics , quantum mechanics
The reversible interaction of N ‐(1‐ethylpropyl)‐3, 4‐dimethyl‐2, 6‐dinitroaniline (1) with HO − is characterized by several kinetic processes. The relaxation times of two of them were measured. It is suggested that the faster one is related to the protonation‐deprotonation of the 3‐methyl group and the value of the protonation rate is 0.19 s −1 . The slowest process leads to the dianionic species with maximum absorption at 340 nm where one HO − group adds to the unsubstituted ring position of an anion derived from 1 by deprotonation of either the NH or the 3‐methyl group. The rate and equilibrium constants for the formation of this species are reported.