Kinetics of the cyclodehydration and hydrolysis of 2'amino- and 2', 4'-diaminobenzanilides in aqueous sulfuric acid solution
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A spectrophotometric study has been made of the kinetics of hydrolysis and cyclodehydration of 2'-amino- and 2',4'-diaminobenzanilides in aqueous H2SO4, solution. It is the form of anilide which is ionized at the 2'-amino group which is active in these reactions.
The effective cyclodehydration rate constants pass through maxima in dilute acid solution where the 2'-amino group is fully ionized, and then begin to fall off as the amide group ionizes.
Effective rate constants for the limiting step in the cyclodehydration reaction, and basicity constants for the 2'-amino and amide groups, have been determined from the variation of the effective rate constants with the acidity of the medium.
KeywordsHydrolysis Amide Acidity Sulfuric Acid H2SO4
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