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Basic Information
CAS No.: 82657-04-3
Name: Bifenthrin
Molecular Structure:
Molecular Structure of 82657-04-3 (Bifenthrin)
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: HarmfulXn, DangerousN, FlammableF
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
Raw Materials
354-58-5
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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: HarmfulXn, DangerousN, FlammableF
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.