Description
Orange-to-yellow resinous solid (technical grade
>39%)
Uses
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.
Uses
Tralomethrin can be used as insecticide.
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.
Toxicity evaluation
Acute oral LD
50 for rats: 99-3,000 mg/kg depending on the
carrier used
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.
