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7598056 
Journal Article 
Reactions of chlorination with tert-butyl hypochlorite ((BuOCl)-Bu-T) 
Pastoriza, C; Antelo, JM; Crugeiras, J 
2014 
Yes 
Journal of Physical Organic Chemistry
ISSN: 0894-3230 
27 
12 
952-959 
WOS:000345363200005 
The chlorination reactions of nitrogenous organic compounds (2,2,2-trifluoroethylamine, benzylamine, glycine, and dimethylamine) by tert-butyl hypochlorite ((BuOCl)-Bu-t) were studied at 25 degrees C, ionic strength 0.5M and under isolation conditions. The kinetic results obtained in the formation processes of the corresponding N-chloramines in acid medium (pH=5-7) are summarized in this paper. Kinetic studies showed a first order with respect to (BuOCl)-Bu-t concentration. The chlorination reactions involving benzylamine, glycine and dimethylamine were all first order with respect to nitrogenous compound concentration and approximately -1 order with respect to proton concentration. The reaction with 2,2,2-trifluoroethylamine was more complex, and the order of reaction with respect to the amine varied with pH. Copyright (c) 2014 John Wiley & Sons, Ltd. 
free-energy relationships; kinetics and mechanism; N-chloramines; N-chlorination; tert-butyl hypochlorite 
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     Ethanamine, 2,2,2-trifluoro-