TRALOMETHRIN

Description

Orange-to-yellow resinous solid (technical grade >39%)

The Uses of TRALOMETHRIN

Tralomethrin can be used as insecticide.

The Uses of TRALOMETHRIN

Tralomethrin controls a range of insects, especially Lepidoptera, in cereals, coffee, cotton, fruit, maize, oilseed rape, rice, tobacco and vegetables. It is also effective for wood protection, household use, in public health, in stored grains and for ectoparasite control on animals.

Definition

ChEBI: A carboxylic ester resulting from the formal condensation between (1R)-cis-2,2-dimethyl-3-(1,2,2,2-tetrabromoethyl)cyclopropanecarboxylic acid and the alcoholic hydroxy group of (2S)-hydroxy(3-phenoxypheny )acetonitrile.

Agricultural Uses

Insecticide: Not approved for use in EU countries. Registered for use in the U.S.

Trade name

DETHMOR®; HAG-107®; RU-25472®; RU-25474®; SCOUT®; SCOUT® X-TRA Gel insecticide

Metabolic pathway

Tralomethrin probably owes most of its action to rapid conversion by several mechanisms to deltamethrin. Information on its photodegradation, degradation in soil, and its metabolism in plants, insects and animals has been published and supports this conclusion.

Degradation

Tralomethrin is stable as a solid but is labile to base. Acidic media reduce the tendency to hydrolysis and epimerisation. It was readily debrominated when solutions or thin films were irradiated at 360 nm or by sunlight. Homolytic fission of a C-Br bond initiates this reaction, which affords deltamethrin (2). Some epimerisation to trans-tralomethrin and thence trans-deltamethrin also occurred. Dehydrobromination also affords deltamethrin and the tribromo derivative (8). Ester cleavage to the acid (3) and to the cyanohydrin (5) and thence to 3PBAl (6) and 3PBA (7) is important in the solid phase but not in solution (Ruzo and Casida, 1981). The products are shown in Scheme 1.

Toxicity evaluation

Acute oral LD₅₀ for rats: 99-3,000 mg/kg depending on the carrier used