Proton transfer from heterocyclic compounds. Part I. Some benzimidazoles
- 1 January 1973
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 4,p. 432-435
- https://doi.org/10.1039/p29730000432
Abstract
Measurements are reported at 85° on the rates of detritiation of several benzimidazoles specifically labelled at C-2. Rate–pH profiles as well as the effects of substituents on rates suggest that the mechanism is the same as that operating in other five-membered heterocyclic compounds, namely an initial protonation at the basic N-3 followed by a rate determining abstraction of tritium by hydroxide ions to give an ylide intermediate. The results for [2-3H]-1,3-dimethylbenzimidazolium bromide support this conclusion.Keywords
This publication has 0 references indexed in Scilit: