A kinetic study of the reactions of N-chlorosuccinimide (NCS) with glycine (Gly), sarcosine (Sar), 2-methylalanine (2MA), proline (Pro) and pyrrolidine (Pyr) was carried out. The reactions were found to be first order with respect to both NCS and the amine or amino acid and order ؊ 1 in proton conce
Kinetics of the chlorination of secondary amines by N-chlorosuccinimide
✍ Scribed by Juan M. Antelo; Florencio Arce; Julia Franco; Maria C. Garcia Lopez; Maria Sanchez; Angel Varela
- Publisher
- John Wiley and Sons
- Year
- 1988
- Tongue
- English
- Weight
- 432 KB
- Volume
- 20
- Category
- Article
- ISSN
- 0538-8066
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✦ Synopsis
The chlorinations of dimethylamine, diethylamine, methylethanolamine, ethylethanolamine and diethanolamine by N-chlorosuccinimide have been found to be equilibrium reactions of order one with respect to both N-chlorosuccinimide and amine in the forward direction and of order one with respect to succinimide and the resulting N-chloramine in the other. These results are explained by postulating a mechanism in which the rate controlling step consists in direct exchange of positive chlorine between the N-chlorosuccinimide and the amine.
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