6457-67-6Relevant articles and documents
The Pyridine-catalysed Reaction of Methanol with Phenyl Isocyanate in Tetrachloromethane
Moodie, Roy B.,Sansom, Peter J.
, p. 664 - 669 (2007/10/02)
The title reaction is first order in catalyst and each reactant.Several 3- and 4-substituted pyridine catalysts generate a Broensted plot with slope β of 0.49.This, the steric effect of 2,4,6-trimethylpyridine, the deuterium isotope effect, and the solvent effect are consistent with the general base mechanism of catalysis.The nucleophilic mechanism is considered relatively unlikely. 2-Pyridylmethanol reacts with phenyl isocyanate faster than does 4-pyridilmethanol, indicating intramolecular general base catalysis in the former case.