D-Tetramethrin

NOMENCLATURE
IUPAC name :cyclohex-1-ene-1,2-dicarboximidomethyl (1R,3R;1R,3S)-2,2-dimethyl-3-(2-

methylprop-1-enyl)cyclopropanecarboxylate
Alt: cyclohex-1-ene-1,2-dicarboximidomethyl (+)-cis-trans-chrysanthemate
Roth: cyclohex-1-ene-1,2-dicarboximidomethyl (1R)-cis-trans-2,2-dimethyl-3-(2-methylprop-1

-enyl)cyclopropanecarboxylate
3,4,5,6-tetrahydrophthalimidomethyl (+)-cis-trans-chrysanthemate 
Chemical Abstracts name: (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl (1R)-cis

-trans-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate
Other names: d-tetramethrin
CAS RN: [7696-12-0] mixed stereoisomers; [51348-90-4] (1R)-cis- isomer; [1166-46-7] (1R)-

trans- isomer
EEC no.: 231-711-6

PHYSICAL CHEMISTRY
Composition: The name d-tetramethrin is used for a (1R)- rich product containing cis-trans-

isomers in the ratio 20:80. Mol. wt.: 331.4; M.f.: C₁₉H₂₅NO₄ Form: d-Tetramethrin is a

viscous, yellow or brown liquid. V.p.: 3.2x10^-4 mPa (20 ^oC). KOW: logP = 4.35;

S.g./density: 1.11 (25 ^oC). Solubility: In water 2-4 mg/l (23 ^oC). In hexane, methanol,

xylene >500 g/kg.

APPLICATIONS
Mode of action: Contact insecticide with knockdown action.
Uses: Used on Blattodea, Culicidae, Muscidae and other pests of public health. Often mixed

with other insecticides and synergists.
Formulation types: AE; EC; EO; Concentrates for the preparation of oil-based and water-

based pressurised formulations.

MAMMALIAN TOXICOLOGY
Oral: Acute oral LD₅₀ for rats >5000 mg/kg.
Skin and eye: Acute percutaneous LD₅₀ for rats >5000 mg/kg.
Inhalation: LC₅₀ (3 h) for rats >1180 mg/m3.

ECOTOXICOLOGY
Fish: LC₅₀ (96 h) for rainbow trout 0.010 mg/l.