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| CAS No.: | 82657-04-3 |
|---|---|
| Name: | Bifenthrin |
| Article Data: | 12 |
| Molecular Structure: | |
|
|
|
| Formula: | C23H22ClF3O2 |
| Molecular Weight: | 422.875 |
| Synonyms: | Biphenthrin;Brigade;FMC 54800;Cyclopropanecarboxylic acid,3-[(1Z)-2-chloro-3,3,3-trifluoro-1- propenyl]-2,2-dimethyl-,(2-methyl[1,1'- biphenyl]-3-yl)methyl ester,(1R,3R)-rel-;(2-methyl-3-phenyl-phenyl)methyl 3-[(Z)-2-chloro-3,3,3-trifluoro-prop-1-enyl]-2,2-dimethyl-cyclopropane-1-carboxylate;acaricide Bifenthrin;FMC 58000;Binfenthrin;Capture (pesticide);(2-methyl-3-phenyl-phenyl)methyl 3-(2-chloro-3,3,3-trifluoro-prop-1-enyl)-2,2-dimethyl-cyclopropane-1-carboxylate;Biflex; |
| EINECS: | 200-258-5 |
| Density: | 1.262 g/cm3 |
| Melting Point: | 68-71 °C |
| Boiling Point: | 453.2 °C at 760 mmHg |
| Flash Point: | 136.5 °C |
| Solubility: | 0.01 g/100 mL in water |
| Appearance: | powder |
| Hazard Symbols: |
 Xn,  N,  F
|
| Risk Codes: | 20/21/22-50/53-36-11-36/37/38 |
| Safety: | 13-60-61-36/37-16-36-26 |
| Transport Information: | UN 2588 |
| PSA: | 26.30000 |
| LogP: | 6.66240 |
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Chemistry
Molecule structure of Bifenthrin (CAS NO.82657-04-3):
IUPAC Name: (2-Methyl-3-phenylphenyl)methyl 3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
Molecular Weight: 422.86779 g/mol
Molecular Formula: C23H22ClF3O2
Melting Point: 68-71°C
Flash Point: 165 °C
Storage Temp.: 0-6 °C
Water Solubility: 0.01 g/100 mL
XLogP3: 6
H-Bond Acceptor: 5
Rotatable Bond Count: 6
Exact Mass: 422.126042
MonoIsotopic Mass: 422.126042
Topological Polar Surface Area: 26.3
Heavy Atom Count: 29
Complexity: 622
Canonical SMILES: CC1=C(C=CC=C1COC(=O)C2C(C2(C)C)C=C(C(F)(F)F)Cl)C3=CC=CC=C3
Isomeric SMILES: CC1=C(C=CC=C1COC(=O)C2C(C2(C)C)/C=C(/C(F)(F)F)\Cl)C3=CC=CC=C3
InChI: InChI=1S/C23H22ClF3O2/c1-14-16(10-7-11-17(14)15-8-5-4-6-9-15)13-29-21(28)20-18(22(20,2)3)12-19(24)23(25,26)27/h4-12,18,20H,13H2,1-3H3/b19-12-
InChIKey: OMFRMAHOUUJSGP-UNOMPAQXSA-N
Product Categories: HERBICIDE; Pesticide; BI - BZMethod Specific; A-BPesticides&Metabolites; AcaricidesAlphabetic; Alpha sort; B; Endocrine Disruptors (Draft)Pesticides; EPA; Insecticides; Pesticides; Pesticides&Metabolites; Pyrethroids
Uses
Bifenthrin, a pyrethroid insecticide already used in agriculture was evaluated in laboratory conditions against susceptible and pyrethroid resistant mosquitoes, as a potential insecticide for treatment of mosquito nets.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| duck | LD50 | oral | > 4450mg/kg (4450mg/kg) | Pesticide Manual. Vol. 9, Pg. 73, 1991. | |
| quail | LD50 | oral | 1800mg/kg (1800mg/kg) | Pesticide Manual. Vol. 9, Pg. 73, 1991. | |
| rabbit | LD50 | skin | > 2gm/kg (2000mg/kg) | Pesticide Manual. Vol. 9, Pg. 73, 1991. | |
| rat | LD50 | oral | 54500ug/kg (54.5mg/kg) | Pesticide Manual. Vol. 9, Pg. 73, 1991. |
Safety Profile
Hazard Codes: 
Xn, 
N, 
F
Risk Statements: 20/21/22-50/53-36-11-36/37/38
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R36:Irritating to eyes.
R11:Highly flammable.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 13-60-61-36/37-16-36-26
S13:Keep away from food, drink and animal foodstuffs.
S60:This material and its container must be disposed of as hazardous waste.
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S36/37:Wear suitable protective clothing and gloves.
S16:Keep away from sources of ignition.
S36:Wear suitable protective clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 2588
RTECS: GZ1227800
HazardClass: 6.1(b)
PackingGroup: III
Hazardous Substances Data: 82657-04-3(Hazardous Substances Data)
Specification
Bifenthrin (CAS NO.82657-04-3) is also named as (1alpha,3alpha(Z))-(+-)-(2-Methyl(1,1'-biphenyl)-3-yl)methyl 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate ; (1alpha,3alpha(Z))-(+-)-3-(2-Chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid (2-methyl(1,1'-biphenyl)-3-yl)methyl ester ; 2-Methylbiphenyl-3-ylmethyl (Z)-(1RS,3RS)-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylate ; 2-Methylbiphenyl-3-ylmethyl-(Z)-(1RS)-cis-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylate ;
Bifenthrine ; Bifenthrine [ISO-French] ; Biphenate ; Biphenthrin ; Biphentrin ; Brigade ; CCRIS 9249 ; Capture ; Caswell No. 463F ; EPA Pesticide Chemical Code 128825 ; FMC 54800 ; FMC 58000 ; HSDB 6568 ; Talstar . Pure product of Bifenthrin (CAS NO.82657-04-3) is off-white solid. It can be dissolved in acetone (1.25kg / L), chloroform, dichloromethane, toluene, ethyl ether, slightly soluble in heptane and methanol and insoluble in water.