D-Allethrin

Common name: allethrin; alléthrine; d-allethrin
IUPAC name: (RS)-3-allyl-2-methyl-4-oxocyclopent-2-enyl (1R, 3R;1R, 3S)-2, 2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
Alt: (RS)-3-allyl-2-methyl-4-oxocyclopent-2-enyl (+)-cis-trans-chrysanthemate
Roth: (RS)-3-allyl-2-methyl-4-oxocyclopent-2-enyl (1R)-cis-trans-2, 2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
Chemical Abstracts name: 2-methyl-4-oxo-3-(2-propenyl)-2-cyclopenten-1-yl 2, 2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate
CAS RN: [584-79-2] (unstated stereochemistry and also used for bioallethrin)
EEC no.: 209-542-4 [for (1RS)- isomers]

PHYSICAL CHEMISTRY
Composition: d-Allethrin is 93% (1R)- isomers and 75% trans isomers; see also bioallethrin. Mol. wt.: 302.4; M.f.: C19H26O3; Form: Tech. is a pale yellow liquid. B.p.: 281.5 °C/760 mmHg. V.p.: 0.16 mPa (21 °C). KOW: logP = 4.96 (room temperature). S.g./density: 1.01 (20 °C). Solubility: Practically insoluble in water. In hexane 0.655 g/ml, methanol 72.0 ml/ml (both 20 °C). Stability: Decomposed by u.v. light. Hydrolysed in alkaline media. F.p.: 87 °C

APPLICATIONS
Mode of action: Non-systemic insecticide with contact, stomach, and respiratory action. Gives rapid knockdown. Paralyses insects before killing them.
Uses: Control of flies, mosquitoes, ants, and other household and public health insect pests. Often used in combination with piperonyl butoxide or other synergists, for control of chewing and sucking insects on ornamentals, vegetables, and other crops; for household and public health insect control; for insect control in animal houses; and as an animal ectoparasiticide.
Formulation types: AE; EC; DP; WP; Coil.
Compatibility: Incompatible with alkaline materials.
Selected tradenames: Pynamin Forte