Rapid cleavage of phosphate triesters by the oxime 2-(hydroxyimino)-N -phenyl-acetamide
| Autor: | Faruk Nome, Angelo C. Pinto, Eduardo H. Wanderlind, Bárbara V. Silva, Bruno S. Souza, Alex M. Manfredi, Willian Demos |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Paraoxon
010405 organic chemistry Organic Chemistry Organophosphate 010402 general chemistry Phosphate Oxime 01 natural sciences Medicinal chemistry 0104 chemical sciences Dephosphorylation chemistry.chemical_compound Reaction rate constant chemistry Nucleophile medicine Organic chemistry Physical and Theoretical Chemistry Acetamide medicine.drug |
| Zdroj: | Journal of Physical Organic Chemistry. 29:600-603 |
| ISSN: | 0894-3230 |
| DOI: | 10.1002/poc.3549 |
| Popis: | We report the dephosphorylation reactions of the organophosphates diethyl 2,4-dinitrophenyl phosphate (DEDNPP) and dimethyl 4-nitrophenyl phosphate (methyl paraoxon) by the oxime 2-(hydroxyimino)-N-phenyl-acetamide (Ox 1). Rate enhancements of 107-fold over the rate constant for the spontaneous hydrolysis are observed in aqueous medium in presence of the anionic form of the oxime. Ox 1 represents a new family of nucleophiles which could be used for the degradation of toxic organophosphates. Copyright © 2016 John Wiley & Sons, Ltd. |
| Databáze: | OpenAIRE |
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