Abstract
Organic Phosphorus Compounds. XII. The Hydrolytic Behaviour of O,O‐Dimethyl O‐(1,2‐Dibromo‐2,2‐dichloroethyl) Phosphate (Naled)The hydrolysis of Naled 2, an organophosphorus pesticide accessible by bromination of the enolphosphate Dichlorvos 1, in unbuffered aqueous solution does not only lead — as hitherto described — to dimethyl phosphate 3 and bromodichloroacetaldehyde 4 (path A), but also via intermediate formation of Desmethylnaled 5 to monomethyl phosphate 6 (path B). Kinetic measurements show that in the temperature range of 20–30°C both reactions proceed with similar velocities, and the primary step 2 → 5 determines the rate of path B. In comparison to Dichlorvos 1 the hydrolytic stability of Naled 2 has been found to be markedly lower. — The information on the degradation of Naled in unbuffered aqueous solution is completed by studies on the pH‐dependence of the hydrolysis and on the alkylation capacity of this pesticide.
Published Version
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