Hydrolysis of γ-[1-methyl-5-bis(β-chloroethyl) amino-2-benzimidazolyl]butyric acid. Studied by 1H NMR
✍ Scribed by G. Klose; K. Augsten; A. Barth; Z. Samek
- Publisher
- John Wiley and Sons
- Year
- 1982
- Tongue
- English
- Weight
- 462 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0749-1581
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
High resolution ^1^H NMR is applied to the study of hydrolysis and equilibria in the complex system of γ‐[1‐methyl‐5‐bis(β‐chloroethyl)amino‐2‐benzimidazolyl]butyric acid and D~2~O. Kinetic data for the individual hydrolytic steps are obtained for the first time. The hydrolytic reactions are pseudo first order. The differences in the activation energies of the two hydrolysis steps are accounted for by different intermediates. Furthermore, equilibrium constants for the deuteration of the N mustard group in the individual products are quantitatively estimated. They show an increase of the basicity of N mustard with hydrolysis. The applicability of the ^1^H NMR method is restricted to a pD range of 0.5–4.