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Hydrolysis of schiff bases, 1: Kinetics and mechanism of spontaneous, acid, and base hydrolysis of N ‐(2/4‐hydroxybenzylidene)‐2‐aminobenzothiazoles
Author(s) -
Misra Pramila,
Mishra Bijaya K.,
Behera Gopa B.
Publication year - 1991
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/kin.550230709
Subject(s) - chemistry , hydroxide , hydrolysis , cationic polymerization , schiff base , nucleophile , reaction rate constant , kinetics , micelle , medicinal chemistry , aldimine , inorganic chemistry , hydrolysis constant , metal hydroxide , aqueous solution , organic chemistry , polymer chemistry , catalysis , physics , quantum mechanics
The rate of hydrolysis of title schiff bases was studied in the pH range 4–13 in 10% dioxanewater system, CTAB, NaLS micellar solutions. The hydrolysis was found to be due to ‘water’ and ‘hydroxide’ reactions and hence the rate constants in different pH were computed and analyzed with an intermediate involving a water molecule being positioned with the help of 2‐OH group and the thiazolyl C–N pi bond. The ‘hydroxide’ reaction was due to a direct nucleophilic attack of hydroxide ion at the aldimine linkage of the reactant. The influence of cationic and anionic micelles supports the mechanistic picture in the entire pH range.