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Kinetic study of the decomposition of N-chloramines

✍ Scribed by J. M. Antelo; F. Arce; M. Parajó

Publisher
John Wiley and Sons
Year
1996
Tongue
English
Weight
531 KB
Volume
9
Category
Article
ISSN
0894-3230

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✦ Synopsis

The decomposition of various N-chloroalkylamines and N-chloroalcoholamines was investigated kinetically at pH 4-12 and in strongly alkaline media. The rate of Nchloramine decomposition increased with increasing pH above pH 10, remained virtually constant over the pH range 7-10 and again increased with decreasing pH in the acidic zone. The results are described by a rate equation involving general base catalysis terms. Experimental evidence suggests that the decomposition of N-haloamines proceeds via an elimination mechanism that yields an imine. This ,%elimination process is a non-synchronized concerted mechanism where cleavage of the N-X bond has progressed to a greater extent than that of the C,-H by the time the transition state is reached, which is therefore 'El-like' (i.e. with a transition state having a certain nitrenium character).

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