Journal of the Chemical Society. Perkin transactions II p. 1009 - 1014 (1984)
Update date:2022-08-29
Topics:
Hill, Stephen V.
Williams, Andrew
Longridge, Jethro L.
N-cyanourea is demonstrated as an intermediate in the hydrolysis of dicyanamide which is shown to react as its carbodi-imide tautomer.The hydrolysis of N-cyanourea, dicyanamide, and NN'-dimethylcyanoguanidine is specific acid-catalysed.Generaln acid catalysis is demonstrated for ht e hydrolysis of NN'-dimethylcyanoguanidine and is considered to be specific acid-nucleophilic.Assuming the carbodi-imide mechanism also holds for hte specific acid catalysed hydrolysis of cyanamide the tautomeric equilibrium constant for formation of ht eparent carbodi-imide in water at 25 deg C is estimated to be have a value within one unit of zero.Rate constant are reported for alkaline hydrolysis of cyanamides.
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