Bifenthrin
Synonym(s):3-[(1Z)-2-Chloro-3,3,3-trifluoro-1-propenyl]-2,2-dimethylcyclopropanecarboxylic acid (2-methylbiphenyl-3-yl)methyl ester
- CAS NO.:82657-04-3
- Empirical Formula: C23H22ClF3O2
- Molecular Weight: 422.87
- MDL number: MFCD00143694
- EINECS: 200-258-5
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-18 14:07:02
What is Bifenthrin?
Description
Bifenthrin is a synthetic pyrethroid insecticide/miticide/acaricide. Bifenthrin is off-white to pale tan waxy solid granules with a faint, musty odour and a slightly sweet smell. Bifenthrin is soluble in methylene chloride, acetone, chloroform, ether, and toluene and slightly soluble in heptane and methanol. It is slightly combustible and support combustion at elevated temperatures. Thermal decomposition and burning may form toxic byproducts such as carbon monoxide, carbon dioxide, hydrogen chloride, and hydrogen fluoride. Bifenthrin treatment affects the nervous system and causes paralysis in insects.
Chemical properties
White Solid
Chemical properties
Bifenthrin is a member of the pyrethroid chemical class. It is an insecticide and acaricide. Bifenthrin is off-white to pale tan waxy solid granules with a faint, musty odor and slightly sweet smell. Bifenthrin is soluble in methylene chloride, acetone, chloroform, ether, and toluene, and is slightly soluble in heptane and methanol. It is slightly combustible and support combustion at elevated temperatures. Thermal decomposition and burning may form toxic by-products, such as carbon monoxide, carbon dioxide, hydrogen chloride, and hydrogen fl uoride. Bifentrin treatment affects the nervous system and causes paralysis in insects.
Chemical properties
Off white to pale tan waxy substance. Faint, sweet odor.
The Uses of Bifenthrin
Bifenthrin controls foliar insect pests and some mites on a range of crops including cereals, citrus, cotton, fruit and vegetables.
The Uses of Bifenthrin
Third generation synthetic pyrethroid. Insecticide, acaricide.
Definition
ChEBI: A carboxylic ester obtained by formal condensation of cis-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylic acid and [(2-methyl-1,1'-biphenyl)-3-yl]methanol.
Health Hazard
Bifenthrin is moderately toxic to species of mammals when ingested. Exposures to large doses of bifenthrin cause poisoning with symptoms that include, but are not limited to, incoordination, tremor, salivation, vomiting, diarrhea, and irritability to sound and touch. Exposures to bifenthrin through skin absorption and/or inhalation of dust cause adverse health effects. On contact with bifenthrin, occupational workers develop adverse health effects that include skin sensations, rashes, numbness, and a burning and tingling type of effect. As a pyrethroid poison, bifenthrin disturbs the electrical impulses in nerves, over-stimulating nerve cells, causing tremors and eventually causing paralysis. The skin-related health effects were found to be reversible and subside after a brief period of time and stoppage of further exposures to bifenthrin. Although bifenthrin causes no infl ammation or irritation on human skin, it can cause a tingling sensation that lasts about 12 h. Bifenthrin has caused no symptoms of irritation to rabbits’ eyes. The US EPA has classifi ed bifenthrin as toxicity class II, meaning moderately toxic
Agricultural Uses
Insecticide, Acaricide: A broad-spectrum insecticide. Registered to control cone worms, seed bugs, seed worms and other insects and mites on rangeland, forests and right-of-ways. It is also used to control household and lawn pests. A U.S. EPA restricted Use Pesticide (RUP).
Trade name
BIFLEX®; BISTAR®; BRIGADE®; CAPTURE® Bifenthrin; DISCIPLINE®; DOUBLE THREAT®; EMPOWER®; FMC® 54800; FMC® 58000; TALSTAR®; TALSTAR LAWN & TREE®; TORANT®; ZIPAK®
Potential Exposure
A broad spectrum pyrethroid secticide/ acaricide used to control cone worms, seed bugs, seed worms and other insects and mites in forests, on rangeland, and right-of-ways. It is also used to control household and lawn pests. A United States Environmental Protection Agency Restricted Use Pesticide (RUP).
Metabolic pathway
When mites are administered 14C-bifenthrin either by injection or by contact, bifenthrin is efficiently metabolized by the mites and the metabolites identified arise from the combination of ester cleavage, oxidation, and conjugation reactions and are the 4'-hydroxy derivative of the ester, the primary ester cleavage products, the acid, and its 4'-hydroxy derivative from the alcohol moiety, as well as several unidentified metabolites.
storage
Bifenthrin should be kept stored in a cool, dry, well-ventilated place away from heat, open flame or hot surfaces. It should only be stored in its original containers and should not be contaminated with other pesticides, fertilizers, water, food, or feed by storage or disposal
Shipping
UN2588 Pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1—Poisonous materials, Technical Name Required. UN3349 Pyrethroid pesticide, solid toxic, Hazard Class: 6.1; Labels: 6.1—Poisonous material.
Degradation
Bifenthrin is stable for 21 days in the pH range 5-9 at 21°C but it is labile at higher pH. It has a DT50 of 225 days in natural daylight and can therefore be regarded as relatively photochemically stable (PSD).
Toxicity evaluation
The solubility of bifenthrin in water is relatively low at 0.1 mg l-1. Furthermore, the water octanol coefficient (Kow) is 1×106 and results in bifenthrin binding to organic substrates. The soil sorption coefficients range between 1.31×105 and 3.02×105, indicating relatively tight binding to soil particles. They also tend to bind to organic particulate materials in the water column. The Kow of bifenthrin may explain the bioconcentration factors (BCFs) observed in some animals, especially fish. For example, fathead minnows (Pimephales promelas) exposed to 0.0037 mg l1 bifenthrin had BCFs of 21 000 after 127 days and 28 000 after 254 days of exposure. Hydrolysis of bifenthrin in buffered water occurs between pH 5 and 9. Photolysis studies in water and soil found that the half-lives were 408 and 96.9 days, respectively. The aerobic soil half-life was 96.3 days and the anaerobic halflife, 425 days.
Incompatibilities
May react violently with strong oxidizers, bromine, 90% hydrogen peroxide, phosphorus trichloride, silver powders or dust. Incompatible with silver compounds, lime, and ordinary soaps. Mixture with some silver compounds forms explosive salts of silver oxalate.
Waste Disposal
Incineration would be an effective disposal procedure where permitted. If an efficient incinerator is not available, the product should be mixed with large amounts of combustible material and contact with the smoke should be avoided. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers.
Properties of Bifenthrin
Melting point: | 68-71°C |
Boiling point: | 453.2±45.0 °C(Predicted) |
Density | d25 1.212 g/ml |
vapor pressure | 2.4×10-5 Pa (25 °C) |
Flash point: | 165 °C |
storage temp. | 0-6°C |
solubility | DMSO: 100 mg/mL (236.48 mM) |
form | neat |
form | Solid |
color | White to off-white |
Water Solubility | 0.01 g/100 mL |
Merck | 13,1215 |
CAS DataBase Reference | 82657-04-3(CAS DataBase Reference) |
NIST Chemistry Reference | Bifenthrin(82657-04-3) |
EPA Substance Registry System | Bifenthrin (82657-04-3) |
Safety information for Bifenthrin
Signal word | Danger |
Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 Health Hazard GHS08 Environment GHS09 |
GHS Hazard Statements |
H300:Acute toxicity,oral H317:Sensitisation, Skin H331:Acute toxicity,inhalation H351:Carcinogenicity H372:Specific target organ toxicity, repeated exposure H410:Hazardous to the aquatic environment, long-term hazard |
Precautionary Statement Codes |
P201:Obtain special instructions before use. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. |
Computed Descriptors for Bifenthrin
InChIKey | OMFRMAHOUUJSGP-JHEGMOCKSA-N |
Bifenthrin manufacturer
Hemani Industries Limited
HPM Chemicals And Fertilizers Ltd
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