INSECTICIDAL 2-(METHYLCARBAMOYLOXYPHENYL)-1,3-DIOXOLANES -OXATHIOLANES AND -DITHIOLANES

2-(2-Methylcarbamoyloxyphenyl)-1,3-dithiolane (1),-dioxolane (3), and -oxathiolane (2) were effective inhibitors of fly-head acetylcholinesterase and had activity against certain aphids, coleopterous pests, and the housefly. Analogs and homologs of these materials were of diminished activity; in particular, insecticidal activity is more drastically affected by structural changes than is acetylcholinesterase inhibition. S-oxidation of 1 also decreased activity. The parent phenol of 1 was relatively effective as an acetylcholinesterase inhibitor, I50 = 5 × 10-5. Carbamate 1 showed systemic activity against certain aphids by the soil drench method. © 1969, American Chemical Society. All rights reserved.