Catalytic pathways in the ethanolysis of fenitrothion, an organophosphorothioate pesticide. A dichotomy in the behaviour of crown/cryptand cation complexing agents

…, JM Dust, GW vanloon, E Buncel

Index: Balakrishnan; Dust; VanLoon; Buncel Canadian Journal of Chemistry, 2001 , vol. 79, # 2 p. 157 - 173

Full Text: HTML

Citation Number: 36

Abstract

The rates of displacement of 3-methyl-4-nitrophenoxide ion from the pesticide, fenitrothion, by alkali metal ethoxides in anhydrous ethanol were followed spectrophotometrically. Through product analysis experiments, which included 31P NMR and GC-MS, as well as spectrophotometric analysis, three reaction pathways were identified: nucleophilic attack at the phosphorus centre, attack at the aliphatic carbon, and a minor SNAr route (7%). ...