Study on the hydrolysis of 2-chlorobenzamide.

Z Qingxiang, L Wenying, L Guoguang, X Xiuling

Index: J. Agric. Food Chem. 48(6) , 2572-5, (2000)

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Abstract

It is reported that 2-chlorobenzamide, one of the chief degradation products of CCU (1-(2-chlorobenzoyl)-3-(4-chlorophenyl) urea), a new insect growth regulator, is a potential carcinogen, but few studies about its environmental stability have been found. This paper is concerned with the hydrolysis of 2-chlorobenzamide as part of the environmental study of CCU. The results showed that 2-chlorobenzamide is relatively stable in solutions of pH = 6 and 8, for which the rate constants are 0.00286 h(-)(1) (R = 99.13%, SD = 0. 0095) and 0.00109 h(-)(1) (R = 96.70%, SD = 0.0072), respectively. Hydrolysis was more rapid in acidic (pH = 5), alkaline (pH = 10), and neutral (pH = 7) environments, with hydrolytic rate constants of 0.00417h(-)(1) (R = 95.76%, SD = 0.0390), 0.00411h(-)(1) (R = 99.89%, SD = 0.0162) and 0.00408h(-)(1) (R = 98.29%, SD = 0.0237), respectively. The change of the rate of hydrolysis with pH showed two minima at 25 degrees C. Temperature has some impact on the hydrolysis, showing at higher temperature the larger rate of reaction.