Equilibriums and kinetics of N-hydroxymethylamine formation from aromatic exocyclic amines and formaldehyde. Effects of nucleophilicity and catalyst strength upon …

WR Abrams, RG Kallen

Index: Abrams,W.R.; Kallen,R.G. Journal of the American Chemical Society, 1976 , vol. 98, p. 7777 - 7789

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Citation Number: 43

Abstract

Abstract: The products of the reaction of exocyclic aromatic amines with formaldehyde are hydroxymethylamines and not imines; rate and equilibrium constants for carbinolamine formation have been determined for a series of substituted anilines and 1-methyl-4- aminopyridinium ion. The hydroxymethylamine formation constants (KI) from hydrated plus unhydrated formaldehyde and aromatic amines of varying basicity (about pK,, 6 to-6) are ...