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5948535 
Journal Article 
Reaction of benzyl carbamates with formaldehyde: Resins from formaldehyde .101 
Takeuchi, S; Kinoshita, M; Ko, K; Imoto, M 
1972 
Macromolecular Chemistry and Physics
ISSN: 1022-1352 
157 
63-71 
English 
The reaction of p ‐substituted benzyl carbamates (BC) with formaldehyde (F) was carried out in dioxane/water solution in the presence of potassium hydroxide yielding N‐methylol derivatives. Their structures were identified by elementary analysis, IR, and NMR spectra. The kinetic study was carried out using potassium hydroxide as a catalyst resulting the following rate equation.

[equation image - see PDF]

The rate constants for the reaction of p ‐substituted benzyl carbamates with formaldehyde fit HAMMETT's equation and the values of ρ were estimated to be +0.6 and +0.3 for lower and higher formaldehyde concentrations, respectively. The kinetics and the mechanism of the reaction are discussed.