alpha-Cypermethrin
alpha-Cypermethrin Basic information
- Product Name:
- alpha-Cypermethrin
- Synonyms:
-
- ALPHAMETHRIN
- ALPHAMETHRIN(R)
- ALPHA-CYPERMETHRIN
- AMMO(R)
- ALFOXYLATE
- 3-(2,2-DICHLOROETHENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID CYANO(3-PHENOXYPHENYL)METHYL ESTER
- [1A(S(R)),3A]-(+/-)-CYANO-(3-PHENOXYPHENYL)METHYL-3-(2,2-DICHLOROVINYL)-2,2-DIMETHYLCYCLOPROPANE CARBOXYLATE
- AGROTRINA
- CAS:
- 67375-30-8
- MF:
- C22H19Cl2NO3
- MW:
- 416.3
- EINECS:
- 614-054-3
- Product Categories:
-
- Pesticide intermediates
- Pesticides
- AcaricidesPesticides&Metabolites
- Pesticides&Metabolites
- PesticidesPesticides
- PyrethroidsMore...Close...
- Alpha sort
- C
- CAlphabetic
- CO - CZMethod Specific
- Endocrine Disruptors (Draft)Method Specific
- EPA
- Insecticides
- Oeko-Tex Standard 100
- Mol File:
- 67375-30-8.mol
alpha-Cypermethrin Chemical Properties
- Melting point:
- 78-81°C
- Boiling point:
- 200°C (rough estimate)
- Density
- 1.12
- vapor pressure
- 2.3×10-7Pa (20 °C)
- refractive index
- 1.6200 (estimate)
- Flash point:
- 100 °C
- storage temp.
- Sealed in dry,2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- Water Solubility
- 0.01 mg l-1 (25 °C)
- BRN
- 8444118
- Stability:
- Stable. Incompatible with strong oxidizing agents.
- EPA Substance Registry System
- .alpha.-Cypermethrin (67375-30-8)
Safety Information
- Hazard Codes
- Xn,N,T
- Risk Statements
- 20/22-37-50/53-48/22-25
- Safety Statements
- 24-36/37/39-60-61-45
- RIDADR
- UN 2810 6.1/PG 3
- WGK Germany
- 3
- RTECS
- GZ1250000
- HazardClass
- 6.1(b)
- PackingGroup
- III
- Hazardous Substances Data
- 67375-30-8(Hazardous Substances Data)
MSDS
- Language:English Provider:alpha-Cypermethrin
- Language:English Provider:SigmaAldrich
alpha-Cypermethrin Usage And Synthesis
Chemical Properties
alpha-cypermethrin is a colorless crystalline solid or viscous yellowish-brown semisolid mass. mild aromatic odor. easily soluble in alcohols, ketones and aromatic hydrocarbon organic solvents, such as cyclohexanone 515g/l, xylene 315g/l, solubility in water 5 ~ 10mg/l (0.01 ~ 0.2mg/l). it is relatively stable under acidic and neutral conditions, easy to hydrolyze under strong alkaline conditions, and has good thermal stability.
Uses
insecticide
Uses
Alpha-cypermethrin is used to control a wide range of insects, especially Lepidoptera, in fruit, vines, vegetables, cereals, beans, beets, cotton, ornamentals and forestry and other crops. It is also used for insect control in public health and for ectoparasite control on animals.
Uses
alpha-Cypermethrin is a synthetic pyrethroid pesticide used in large-scale commercial agricultural applications as well as in consumer products for domestic purposes.
Definition
ChEBI: Cypermethrin is a carboxylic ester resulting from the formal condensation between 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid and the alcoholic hydroxy group of hydroxy(3-phenoxyphenyl)acetonitrile. It has a role as a pyrethroid ester insecticide, a pyrethroid ester acaricide, an agrochemical and a molluscicide. It is an organochlorine compound, a nitrile, an aromatic ether and a cyclopropanecarboxylate ester. It is functionally related to a 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid.
Agricultural Uses
Insecticide: A U.S. EPA restricted Use Pesticide (RUP) (zeta-Cypermethrin only). Used for the control of a wide range of chewing and sucking insects (particularly Lepidotera, Coleoptera, and Hemiptera) in fruit (including citrus), vegetables, vines, cereals, maize, beet, oilseed rape, potatoes, cotton, rice, soya beans, forestry, and other crops. Control of cockroaches, mosquitoes, flies, and other insect pests in public health; and flies in animal houses. Also used as an animal ectoparasiticide.
Trade name
BESTOX®; CONCORD®; DOMINEX®; FASTAC®; FENDONA®; FMC 45497®[C]; NRDC 160®; RENEGADE®; WL-85871® Cypermethrin-s: FURY® (s-isomer); FMC 56701® (s-isomer)
Potential Exposure
alpha-Cypermethrin useds for the control of a wide range of chewing and sucking insects (particularly lepidotera, coleoptera, and hemiptera) in fruit (including citrus), vegetables, vines, cereals, maize, beet, oilseed rape, potatoes, cotton, rice, soya beans, forestry, and other crops. Control of cockroaches, mosquitoes, flies, and other insect pests in public health; and flies in animal houses. Also used as an animal ectoparasiticide. alpha-Cypermethrin only is a United States Environmental Protection Agency Restricted Use Pesticide (RUP).
Metabolic pathway
Alpha-cypermethrin is composed of two of the four cis-cypermethrin isomers (i.e. two of the eight cypermethrin isomers). These are the lRcisaS and 1ScisaR isomers. The fate of alpha-cypermethrin specifically has been reported for soils, rat and human. Metabolite analysis was conducted in enough detail to indicate that the fate of this mixture is very similar to its fate when presented to biological systems as part of cis-cypermethrin. Thus reference can be made to the cypermethrin entry for details. The structure and Scheme numbering used below refers to the cypermethrin entry.
Shipping
UN3349 Pyrethroid pesticide, solid toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous material. UN3352 Pyrethroid pesticide, liquid toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
Degradation
Alpha-cypermethrin is stable as a solid but it is readily hydrolysed in
solution under alkaline conditions. By analogy with cypermethrin, the
rate-determining step in dilute solution is nucleophilic attack by OH-.
Half-lives of cis-cypermethrin in river water and sea water at 25 °C
were 21 and 24 days, respectively. Major products were 3-(2,2-dichlorovinyl)-
2,2-dimethylcyclopropanecarboxylic acid (2, DCVA), 3-phenoxybenzaldehyde
(9, 3PBAl) and a-carbamoyl-3-phenoxybenzyl 3-(2,2-
dichlorovinyl)-2,2-dimethylcyclopropanecarboxyltae (the amide 3);
minor products were the a-carboxy analogue of 3 (4) and 3-phenoxybenzoic
acid (10,3PBA) (see cypermethrin, Schemes la and lb).
Photodecomposition would be expected to be similar to that of
cis-cy permethrin.
Incompatibilities
May react violently with strong oxidi- zers, bromine, 90% hydrogen peroxide, phosphorus trichloride, silver powders, or dust. Incompatible with silver compounds. Mixture with some silver compounds forms explosive salts of silver oxalate.
Waste Disposal
Do not discharge into drains or sewers. Burn in incinerator specifically designed for pes- ticide disposal or dispose as a Hazardous waste in a landfill approved and licensed for the disposal of pesticides. Consult with environmental regulatory agencies for guid- ance on acceptable disposal practices. Ultimate disposal of the chemical must consider: the material’s impact on air quality; potential migration in soil or water; effects on ani- mal, aquatic, and plant life; and conformance with environ- mental and public health regulations.
alpha-Cypermethrin Preparation Products And Raw materials
Raw materials
alpha-Cypermethrin Supplier
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alpha-Cypermethrin (67375-30-8)Related Product Information
- Cyclopropane
- VINYL PROPIONATE
- 4-(4-CHLORO-BENZYLOXY)-PHENYLAMINE
- Cyclopropanecarboxylic acid
- Phenothrin
- CHLORODIMETHYLVINYLSILANE
- Diethylstilbestrol
- BETA-CYPERMETHRIN
- Cyphenothrin
- Permethrin
- Etofenprox
- METHYL ISOCYANOACETATE
- HYDROGEN IONOPHORE IV
- 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl-1R, trans-(Z)-3-(3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropane carboxylate
- D(+)-Carvone
- Cypermethrin
- D-Phenothrin
- D-AMPHETAMINE HYDROCHLORIDE