Intramolecular Catalysis of the Hydrolysis of N-Dimethylaminomaleamic Acid

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Science  03 May 1963:
Vol. 140, Issue 3566, pp. 485-486
DOI: 10.1126/science.140.3566.485


N-Dimethylaminomaleamic acid decomposes in aqueous solution by intramolecular reaction of the ciscarboxy group with the substituted carbamyl group. The reaction follows pseudo first-order kinetics and shows a dependence on pH. This compound retards plant growth probably because 1,1-dimethylhydrazine and 1,1-dimethylhydrazinium hydrogen maleate are products of its decomposition. Under similar conditions N-dimethylaminosuccinamic acid was stable.