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• W2091258162 abstract "The reaction between the benzohydroxamate anion (BHO−) and bis(2,4-dinitrophenyl)phosphate (BDNPP) has been examined kinetically, and the products were characterized by mass and NMR spectroscopy. The nucleophilic attack of BHO− follows two reaction paths: (i) at phosphorus, giving an unstable intermediate that undergoes a Lossen rearrangement to phenyl isocyanate, aniline, diphenylurea, and O-phenylcarbamyl benzohydroxamate; and (ii) on the aromatic carbon, giving an intermediate that was detected but slowly decomposes to aniline and 2,4-dinitrophenol. Thus, the benzohydroxamate anion can be considered a self-destructive molecular scissor since it reacts and loses its nucleophilic ability." @default.
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• W2091258162 date "2009-05-21" @default.
• W2091258162 modified "2023-10-18" @default.
• W2091258162 title "Suicide Nucleophilic Attack: Reactions of Benzohydroxamate Anion with Bis(2,4-dinitrophenyl) Phosphate" @default.
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• W2091258162 doi "https://doi.org/10.1021/jo9007354" @default.
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