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| Web URL(s): | http://onlinelibrary.wiley.com/doi/10.1002/ps.2780400112/epdf
Last checked: 10/07/2015
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| Publication Type:
| Refereed |
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| Author(s): | Hemmamda, Saadi;
Calmon, Michelle;
Calmon, Jean P. |
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| Title: | Kinetics and hydrolysis mechanism of chlorsulfuron and metsulfuron-methyl |
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| Source: | Pesticide Science. Vol. 40, No. 1, January 1994, p. 71-76. |
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| Publishing Information: | London : Society of Chemical Industry |
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| # of Pages: | 6 |
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| Keywords: | TIC Keywords: Hydrolysis; Chlorsulfuron; pH; Chemical composition
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| Abstract/Contents: | "In acidic media, hydrolysis of chlorsulfuron and metsulfuron-methyl occurs via two consecutive reactions which were followed by ultraviolet spectrophotometry. For these two reactions, the pseudo-first-order rate constants increase proportionally to concentration of hydronium ion in the more acidic media and to the square of this concentration of hydronium ion in the more acidic media and to the square of this concentration at higher pH values. A kinetic study by HPLC shows that the first reaction leads to the formation of 4-methoxy-6-methyl-1,3,5-triazin-2-amine and (o-chlorophenylsulfonyl) carbamic acid for chlorsulfuron or (o-methoxycarbonylphenylsulfonyl) carbanic acid for metsulfuron-methyl. The second reaction is the conversion of these sulfonylcarbamic acids to sulfonamides and carbon dioxide. The complete lack of saccharin and of o-sulfamoyl benzoic acid proves that the ester function of the methoxycarbonyl group is stable. The lack of general acid-base catalysis and a solvent deuterium isotope effect less than unity are consistent with a rate-determining cleavage of the protonated substrate. In the basic pH range (10-14) a single reaction occurs, the nucleophilic substitution of the methoxy group on the triazine by a hydroxide group." |
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| Language: | English |
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| References: | 17 |
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| Note: | Tables
Graphs
Figures |
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| ASA/CSSA/SSSA Citation (Crop Science-Like - may be incomplete):
Hemmamda, S., M. Calmon, and J. P. Calmon. 1994. Kinetics and hydrolysis mechanism of chlorsulfuron and metsulfuron-methyl. Pest Manage. Sci. 40(1):p. 71-76. |
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| Web URL(s):
http://onlinelibrary.wiley.com/doi/10.1002/ps.2780400112/epdf
Last checked: 10/07/2015
Requires: PDF Reader
Access conditions: Item is within a limited-access website |
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MSU catalog number: SB 951 .A1 P45 |
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