TRALOMETHRIN | 66841-25-6

TRALOMETHRIN Properties

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
Henry's Law Constant	2.5×10⁴ mol/(m³Pa) at 25℃, Duchowicz et al. (2020)
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
FDA UNII	W2Z59VSQ0O
NCI Dictionary of Cancer Terms	SEGA
Pesticides Freedom of Information Act (FOIA)	Tralomethrin
EPA Substance Registry System	Tralomethrin (66841-25-6)
UNSPSC Code	41116107
NACRES	NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07,GHS09
Signal word	Warning
Hazard statements	H302-H315-H319-H410
Precautionary statements	P264-P270-P273-P301+P312-P302+P352-P305+P351+P338
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)

TRALOMETHRIN price More Price(13)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	32531	Tralomethrin PESTANAL?, analytical standard, mixture of diastereomers	66841-25-6	50mg	$78	2022-05-15	Buy
Usbiological	166841	Tralomethrin	66841-25-6	5mg	$531	2026-06-03	Buy
ChemScene	CS-0107242	Tralomethrin 98%	66841-25-6	5mg	$27	2026-06-04	Buy
ChemScene	CS-0107242	Tralomethrin 98%	66841-25-6	10mg	$43	2026-06-04	Buy
ChemScene	CS-0107242	Tralomethrin 98%	66841-25-6	25mg	$84	2026-06-04	Buy

Product number	Packaging	Price	Buy
32531	50mg	$78	Buy
166841	5mg	$531	Buy
CS-0107242	5mg	$27	Buy
CS-0107242	10mg	$43	Buy
CS-0107242	25mg	$84	Buy

TRALOMETHRIN Chemical Properties, Uses, 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 can be used as insecticide.

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.

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

Mechanism of action

Non-systemic with contact and stomach action. Sodium channel modulator.

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.
synthesis of 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

Pesticide Type

Insecticide; Veterinary substance

TRALOMETHRIN Preparation Products And Raw materials

Raw materials

Deltamethrin Dibromo Permethric acid 3-Phenoxybenzyl alcohol 3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride

Chrysanthemoyl chloride

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Preparation Products

3-(1，2，2，2-tetrabromoethyl)-2，2-dimethyl cyclo-propane carboxylic acid

TRALOMETHRIN Suppliers

Global Suppliers ( 88)

Supplier	Tel	Email	Country	ProdList	Advantage
J & K SCIENTIFIC LTD.	18210857532 18210857532	jkinfo@jkchemical.com	China	96815	76
Sichuan Kulinan Technology Co., Ltd	400-1166-196 18981987031	cdhxsj@163.com	China	11674	57
Chengdu Ai Keda Chemical Technology Co., Ltd.	4008-755-333 18080918076	800078821@qq.com	China	9706	55
Shanghai Aladdin Bio-Chem Technology Co.,LTD	400-6206333 13167063860	anhua.mao@aladdin-e.com	China	29977	65
TianJin Alta Scientific Co., Ltd.	022-65378550-8551	contact@altascientific.com	China	2772	58
Hubei Jusheng Technology Co.,Ltd	027-59599241 18871490274	1400878000@qq.com	China	9506	58
Alta Scientific Co., Ltd.	022-6537-8550 15522853686	sales@altasci.com.cn	China	4508	55
Shanghai EFE Biological Technology Co., Ltd.	021-65675885 18964387627	info@efebio.com	China	9799	58
Shanghai YuanYe Biotechnology Co., Ltd.	15026964105	2881489226@qq.com	China	89667	60
Shenzhen Regent Biochemical Technology Co., Ltd.	0755-85201366 18938635012	sales@regentsciences.com	China	9382	58

Supplier	Advantage
J & K SCIENTIFIC LTD.	76
Sichuan Kulinan Technology Co., Ltd	57
Chengdu Ai Keda Chemical Technology Co., Ltd.	55
Shanghai Aladdin Bio-Chem Technology Co.,LTD	65
TianJin Alta Scientific Co., Ltd.	58
Hubei Jusheng Technology Co.,Ltd	58
Alta Scientific Co., Ltd.	55
Shanghai EFE Biological Technology Co., Ltd.	58
Shanghai YuanYe Biotechnology Co., Ltd.	60
Shenzhen Regent Biochemical Technology Co., Ltd.	58

View Latest Price from TRALOMETHRIN manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2020-04-25	Tralomethrin 66841-25-6		1KG	99.0%	600 tons	Shaanxi Dideu Medichem Co. Ltd
	2020-02-06	tralomethrin 66841-25-6	$1.00	1KG	Min98% HPLC		Career Henan Chemical Co

Tralomethrin
66841-25-6
99.0%
Shaanxi Dideu Medichem Co. Ltd

tralomethrin
66841-25-6
$1.00
Min98% HPLC
Career Henan Chemical Co

66841-25-6 (TRALOMETHRIN) Related Search:

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FEMA 2686 3-Phenoxybenzaldehyde cyanohydrin, 70 wt% solution in ether 3-Phenoxyphenylacetonitrile 1,2-Dibromohexane 1,1,2-Tribromoethane

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SCOUT SCOUT(R) SAGA(R) (S)-A-CYANO-3-PHENOXYBENZYL-(1R,3S)-2,2-DIMETHYL-3-[(RS)-1,2,2,2-TETRABROMOETHYL]-CYCLOPROPANE CARBOXYLATE TRACKER TRACKER(R) TRALATE TRALATE(R) TRALOMETHRIN TRALOX TRALOX(R) (s)-alpha-cyano-3-phenoxybenzyl(1r)-cis-2,2-dimethyl-3-[(rs)-1,2,2,2,-tetrabr (s)-alpha-cyano-3-phenoxybenzyl(1r,3s)-2,2-dimethyl-3-[(rs)-1,2,2,2-tetrabrom 2,2-dimethyl-3-(1,2,2,2-tetrabromoethyl)-cyclopropanecarboxylicacicyano(3 ru25474 scoutx-tra tralomethrine alpha-cyano-3-phenoxybenzyl 2,2-dimethyl-3-(1,2,2,2-tetrabromoethyl)cyclopropanecarboxylate TRALOMETHIN tralomethrin (ansi,bsi,iso) 2,2-Dimethyl-3-(1,2,2,2-tetrabromoethyl)cyclopropanecarboxylic acid cyano(3-phenoxyphenyl)methyl ester (S)-ALPHA-CYANO-3-PHENOXYBENZYL(1R,3S)-2,2-DIMETHYL-3-(1,2,2,2-TETRABROMOETHYL)CYCLOPROPANECARBOXYLATE (S)-ALPHA-CYANO-3-PHENOXYBENZYL(1R,3S)-2,2-DIMETHYL-3-(1,2,2,2-TETRABROMOETHYL)CYCLOPROPANECARB) Dimethyl-3-(1,2,2,2-tetrabromoethyl)cyclopropropanecarboxylic acid cyano(3-phenoxyphenyl)methyl ester (S)-Cyano(3-phenoxyphenyl)methyl (1R,3S)-2,2-dimethyl-3-(1,2,2,2-tetrabromoethyl)cyclopropanecarboxylate Chebi:39400 Dimethyl-3-(1,2,2,2-tetrabromoethyl) Tralomethrin 100mg [66841-25-6] TraloMehtrin Tralomethrin Solution, 100ppm 2,2-dimethyl-3-(1,2,2,2-tetrabromoethyl)-cyclopropanecarboxylicacicyano(3-phenoxyphenyl)methylester cyano(3-phenoxyphenyl)methyl2,2-dimethyl-3-(1,2,2,2-tetrabromoethyl)cyclopro cyano(3-phenoxyphenyl)methyl2,2-dimethyl-3-(1,2,2,2-tetrabromoethyl)cycloprop hag107 oethyl]-cyclopropanecarboxylate. omoethyl]-cyclopropanecarboxylate -phenoxyphenyl)methylester ru25472 TRALOMETHRIN STANDARD （S）-α-cyano-3-phenoxybenzyl(1R,3S)-2,2-dimethyl-3-[(R,S)-1',2',2',2'-tetrabromoethyl] cyclopropanecarboxylate Marwate NU 831 Sega Scout (insecticide) Tralomethrin@1000 μg/mL in Acetone Tralomethrin @100 μg/mL in MeOH ralomethrin EPA Pesticide Chemical Code 121501 Tralomethrin（mixture of diastereomers） Tralomethrin in Acetone Tralomethrin 100 μg/ml Acetonitrile Tralomethrin 100 μg/ml Isooctane Tralomethrin in Acetonitrile Glutamic Acid Impurity 20 SAGA 66841-25-6 C22H19Br4NO3 Insecticide