Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Kinetics and Mechanism of Degradation of Chlorphenesin Carbamate in Strongly Acidic Aqueous Solutions
原 松次林 英文吉田 継親
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1986 年 34 巻 8 号 p. 3481-3484

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The kinetics and mechanism of the degradation of chlorphenesin carbamate (α-CPC) in various strongly acidic aqueous solutions were studied at 40 to 60°C.The degradation of α-CPC obeyed pseudo first-order kinetics. The rate law of the degradatioin could be explained in terms of specific acid-catalyzed hydrolysis. From the analysis of the Arrhenius plot of the degradation, which was linear, the apparent activation energy and the apparent entropy at 50°C of the degradation reaction were calculated to be 21.8 kcal·mol-1 and -21.3 cal·deg-1·mol-1, respectively.Chlorphenesin was detected as the acidic degradation product of α-CPC. The degradation mechanism in a strongly acidic aqueous solution was different from that in the strongly alkaline aqueous solution obtained previously and was shown to involve the removal of the carbamoyl group by hydrogen ion catalysis without isomerization.
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© The Pharmaceutical Society of Japan
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