Resmethrin

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Chemical Identification | General Product Information | Physical & Safety Data

Chemical Identification

Common Name

Resmethrin

中文通用名

苄呋菊酯

IUPAC

5-benzyl-3-furylmethyl (1RS,3RS;1RS,3SR)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
or
5-benzyl-3-furylmethyl (1RS)-cis-trans-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
or
5-benzyl-3-furylmethyl (±)-cis-trans-chrysanthemate

CAS

[5-(phenylmethyl)-3-furanyl]methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

CAS No.

10453-86-8

Molecular Formula

C₂₂H₂₆O₃

Molecular Structure

General Product Information

Category

Insecticides > Pyrethroid insecticides

Activity

Resmethrin kills insects by direct contact.3 Resmethrin is a Type I pyrethroid that affects the insects nervous system by interfering with sodium channels in the central and peripheral nervous system. Following exposure to resmethrin, sodium channels are kept open for prolonged periods of time, causing repetitive nerve discharge and increased excitation.

Formulation

AE = Aerosol dispenser
EO = Emulsion ,water in oil
WP = Wettable powder

Physical & Safety Data

Physical Properties

Waxy off-white to tan solid synthetic pyrethroid with characteristic chrysanthemate odor. Solubility 10% in kerosene; very soluble in xylene, methylene chloride, isopropyl alcohol and aromatic petroleum hydrocarbons.Molecular weight:338.4g/mol;Melting point:56.5 oC (pure (1RS)-trans- isomer);Boiling point: decomp>180℃;V.p. <0.01 mPa (25℃);KOWlogP = 5.43 (25℃);Henry <8.93×10-2Pa m3mol-1(calc.);S.g./density 0.958-0.968 (20℃); 1.035 (30℃);Solubility In water 37.9g/l (25℃). In acetone c. 30%, chloroform, dichloromethane, ethyl acetate, toluene >50%, xylene >40%, ethanol, n-octanol c. 6%, n-hexane c. 10%, isopropyl ether c. 25%, methanol c. 3% (all m/v, 20℃).;Stability Stable to heat and to oxidation. Decomposes rapidly on exposure to air and light (more slowly than pyrethrins) (J. H. Fales et al., CSMA Proc. 55th Annu. Meeting, December 1968; A. B. Hadaway et al., Bull. WHO, 1970, 42, 387). Unstable in alkaline media.

Toxicology

Oral Acute oral LD50 for rats >2500 mg/kg.Skin and eye Acute percutaneous LD50 for rats >3000 mg/kg. Non-irritating to skin and eyes.No skin sensitisation (guinea pigs).Inhalation LC50 (4 h) for rats >9.49 g/m³air.

Environmental Profile

ECOTOXICOLOGY
Birds Acute oral LD50 for California quail >2000 mg/kg.Fish Toxic to fish; LC50 (96 h) for yellow perch 2.36, sheepshead minnow 11,bluegill sunfish 17g/l.Daphnia LC50 (48 h) 3.7g/l.Other aquatic spp. LC50 (96 h) for pink shrimp 1.3g/l.Bees Toxic to bees.LD50 (oral) 0.069 g/bee; (contact) 0.015g/bee.
ENVIRONMENTAL FATE
Animals Metabolism in laying hens was principally by ester hydrolysis and oxidation, followed by conjugation (J. Agric. Food Chem., 1989, 37, 800).Plants Metabolism of 14C-resmethrin on glasshouse-grown tomatoes, glasshouse-grown lettuce and field-grown wheat demonstrated very rapid degradation, resulting in no parent residues 5 days after application.Numerous degradation products were observed in very low amounts.

Transport Information

Signal Word:CAUTION; Hazard Class:III(Slightly hazardous)