Two organophosphorus pesticides: methyl parathion and dicapthon. Issue 10 (28th September 2014)

• Record Type: Journal Article
• Authors: Baughman, Russell G.; Hall, Gabriel B.
• Is Part Of: Acta crystallographica. Volume 70:Issue 10(2014:Oct.)
• Page Start: 975
• Page End: 977
• Publication Date: 2014-09-28
• Subjects: Crystallography -- Periodicals; Crystals -- Periodicals; 548.3
• DOI: 10.1107/S2053229614020233
• Languages: English
• ISSNs: 2053-2296

Abstract

<abstract abstract-type="main" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p>Structural studies performed in this laboratory of organophosphorus pesticides continue with these related compounds. The –NO₂ groups of methyl parathion (systematic name: dimethyl 4‐nitrophenyl phosphorothioate, C₈H₁₀NO₅PS) and dicapthon (systematic name: 2‐chloro‐4‐nitrophenyl dimethyl phosphorothioate, C₈H₉ClNO₅PS) make dihedral angles of 10.67 (8) and 5.8 (1)°, respectively, with the planes of their attached rings, which accompanies angular distortion at the ring C atoms to which the –NO₂ groups are attached. Similar distortions are observed at the C atom to which the thiophosphate groups are attached. Significant differences in distances and angles around the phenolic O, <italic>versus</italic> the –OMe groups, explain why it is the site of hydrolysis for these compounds. A comparison of a torsion angle involving the thiophosphate group and phenolic O atom with similar pesticide structures is given and indicates steric influences on that angle.</p> </abstract>