Abstract
The kinetics of hydrolysis of the title dichloro-s-triazine (I) and its 2-oxo-analogue (II) have been measured by u.v. absorption spectroscopy and pH-stat methods in the pH/H0 range 12·3 to –5·7. pKa Data for (II) and the 2,4-dioxo-analogue (III) are compared with those for the analogous hydrolysis products of cyanuric chloride. Rate coefficients for the attack of hydroxide and water on (I) and (II), together with the pKa values of the substrates, can be used to rationalise the observed rate profiles. This leads to an interpretation of the mechanism of hydrolysis of (I) and (II) in terms of rate-determining nucleophilic attack on an electron-deficient carbon atom without the intervention of a previously suggested hydrated intermediate.
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