TRALOMETHRIN
- Product Name
- TRALOMETHRIN
- CAS No.
- 66841-25-6
- Chemical Name
- TRALOMETHRIN
- Synonyms
- SAGA;Sega;SCOUT;TRALOX;hag107;NU 831;TRACKER;TRALATE;SAGA(R);ru25474
- CBNumber
- CB6760245
- Molecular Formula
- C22H19Br4NO3
- Formula Weight
- 665.01
- MOL File
- 66841-25-6.mol
TRALOMETHRIN Property
- Melting point:
- 143℃
- Boiling point:
- 185～190℃ (0.1mmHg)
- Density
- 1.70 g/cm3 (20℃)
- vapor pressure
- 4.8×10-9 Pa (25 °C)
- refractive index
- 1.6300 (estimate)
- storage temp.
- 0-6°C
- Water Solubility
- 0.08 mg l-1
- InChI
- 1S/C22H19Br4NO3/c1-21(2)17(19(23)22(24,25)26)18(21)20(28)30-16(12-27)13-7-6-10-15(11-13)29-14-8-4-3-5-9-14/h3-11,16-19H,1-2H3
- InChIKey
- YWSCPYYRJXKUDB-UHFFFAOYSA-N
- SMILES
- O=C(OC(C#N)C1=CC=CC(OC2=CC=CC=C2)=C1)C3C(C(Br)C(Br)(Br)Br)C3(C)C
- EPA Substance Registry System
- Tralomethrin (66841-25-6)
Safety
- Hazard Codes
- Xn,N
- Risk Statements
- 22-36/38-50/53
- Safety Statements
- 26-60-61
- RIDADR
- 2588
- WGK Germany
- 3
- HazardClass
- 6.1(b)
- PackingGroup
- III
- Storage Class
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Eye Irrit. 2
Skin Irrit. 2 - Hazardous Substances Data
- 66841-25-6(Hazardous Substances Data)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H410Very toxic to aquatic life with long lasting effects
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P273Avoid release to the environment.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 32531
- Product name
- Tralomethrin
- Purity
- PESTANAL?, analytical standard, mixture of diastereomers
- Packaging
- 50mg
- Price
- $78
- Updated
- 2022/05/15
- Product number
- T712400
- Product name
- Tralomethrin
- Packaging
- 5mg
- Price
- $160
- Updated
- 2021/12/16
- Product number
- PST0000435
- Product name
- TRALOMETHRIN
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $495.39
- Updated
- 2021/12/16
- Product number
- 42428
- Product name
- Tralomethrin
- Packaging
- 5mg
- Price
- $650
- Updated
- 2021/12/16
- Product number
- 42428
- Product name
- Tralomethrin
- Packaging
- 50mg
- Price
- $2200
- Updated
- 2021/12/16
TRALOMETHRIN Chemical Properties,Usage,Production
Description
Orange-to-yellow resinous solid (technical grade >39%)
Chemical Properties
The prodrug is yellow to orange-yellow resin-like substance. Relative density 1.7 (20℃), vapor pressure 1.7Pa (1.73×10-11Pa) (25℃), [α]D+21 o～+27 o(50g/L toluene). Soluble in acetone, xylene, toluene, dichloromethane, dimethyl sulfoxide, ethanol and other organic solvents; solubility in water is 70mg/L. When 50 ℃, 6 months without decomposition, stable to light, non-corrosive.
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
Synthesis
The laboratory synthesis of Tralomethrin is a multi-step process. The final key step involves the bromination of its precursor, Deltamethrin. Deltamethrin itself is synthesized via the esterification of (1R)-cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylic acid with (S) cyano-(3-phenoxyphenyl)methanol.
step 1. Synthesis of Deltamethrin (Precursor)
Dissolve (S)-cyano-(3-phenoxyphenyl)methanol in anhydrous toluene in a reaction vessel
equipped with a stirrer and under a nitrogen atmosphere.
Cool the solution to a low temperature (e.g., -10°C).
Slowly add a solution of (1R)-cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylic
acid chloride in anhydrous toluene to the cooled solution.
Add a solution of pyridine in toluene dropwise to the reaction mixture.
Allow the reaction to proceed at a controlled temperature (e.g., 20°C) for several hours.
Upon completion, wash the reaction mixture with dilute hydrochloric acid, followed by a
sodium bicarbonate solution.
Dry the organic layer over anhydrous sodium sulfate and evaporate the solvent under
reduced pressure to obtain crude Deltamethrin.
Purify the crude product by a suitable method, such as crystallization or column
chromatography.
step 2. Synthesis of Tralomethrin from Deltamethrin
Dissolve Deltamethrin in a suitable solvent in a reaction vessel protected from light.
Cool the solution to a low temperature.
Slowly add a solution of bromine in the same solvent to the Deltamethrin solution.
Stir the reaction mixture at a controlled temperature until the reaction is complete.
Remove any excess bromine, for example, by bubbling nitrogen through the solution or by
washing with a solution of sodium thiosulfate.
Evaporate the solvent under reduced pressure to yield crude Tralomethrin.
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
TRALOMETHRIN Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from TRALOMETHRIN manufacturers
- Product
- Tralomethrin 66841-25-6
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 600 tons
- Release date
- 2020-04-24
- Product
- tralomethrin 66841-25-6
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- Min98% HPLC
- Supply Ability
- g/kg/ton
- Release date
- 2020-02-05