The hofmann reaction with polymethacrylamide

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Abstract
The reaction of polymethacrylamide, [‐CH2C(CH3)(CONH2)‐]n, in aqueous solution with hypobromite and hypochlorite has been investigated. Different reaction procedures yielded polymers which were similar, and which contained a small number of primary amino groups, considerable carboxyl and unreacted amide groups and, probably, alkylacylurea groups formed by interaction between adjacent isocyanate and halogenoamide groups. Analytical data supporting these conclusions are presented. The polymer from the Hofmann reaction is soluble in dilute alkali and also in strongly acid media, precipitating on dilution. Methacrylamide monomer reacts with hypochlorite to give N‐α‐methylvinyl‐N′‐methacrylurea and acetone.

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