期刊
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2
卷 -, 期 11, 页码 2226-2229出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/b008532o
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The mechanism of the hydrolytic decomposition of phenylureas in basic media in the pH range 12 to 14 is investigated. In this pH range a levelling of the rate-pH curve is observed as well as a change of the substituent influence on the hydrolysis rate. These experimental findings suggest the formation of an unreactive side product of the phenylurea in a parasitic side equilibrium at sufficiently high pH. The urea dissociates at the aryl-NH group to give its conjugate base. For the hydrolytic decomposition of phenylureas an addition-elimination mechanism is proposed as has been established for the alkaline hydrolysis of carboxylic acid esters and amides.
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