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Bifenthrin

Bifenthrin structure

CAS No:
82657-04-3
Formula:
C23H22ClF3O2
Chemical Name:
Bifenthrin
Synonyms:
Cyclopropanecarboxylic acid,3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propen-1-yl]-2,2-dimethyl-,(2-methyl[1,1′-biphenyl]-3-yl)methyl ester,(1R,3R)-rel-;Cyclopropanecarboxylic acid,3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-,(2-methyl[1,1′-biphenyl]-3-yl)methyl ester,[1α,3α(Z)]-(±)-;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-;FMC 54800;Biphenthrin;Bifenthrin;Biphentrin;Talstar;Brigade;Capture;Capture (pesticide);Biflex FT;Biflex;Brigade 10WP;Cyclopropanecarboxylic acid,3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-,(2-methyl[1,1′-biphenyl]-3-yl)methyl ester,[1α,3α(Z)]-;Brigata Flo;Bifenthrine;Biphenate;TalstarOne;Semafor;Kiros EV;Empower;Discipline;Onyx;Onyx (insecticide);Silencer;Fanfare;AGST 02002;Capture LFR;Seizer;Bixan MG;DeterMite;Bifenture;Bixan;Talstar EZ;Talstar Pro;Gyro;Capture 2EC;Sniper;Sniper (pyrethroid insecticide);(±)-Bifenthrin;rac-Bifenthrin;Talstar F;Gold insecticide;UP Star gold insecticide;UP Star Gold insecticide;Akate Master;107497-60-9;107538-32-9;92880-79-0
Categories:
Agrochemicals > Insecticides

Description

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 monoxid

Bifenthrin Basic Attributes

Molecular Weight：

422.87

Exact Mass：

422.87

EC Number：

617-373-6

HScode：

29162090

Characteristics

PSA：

26.30000

XLogP3：

7.30

Appearance：

Bifenthrin is an off-white to pale tan waxy solid with a very faint slightly sweet odor. Used as a broad spectrum insecticide.

Density：

1.212 g/cm³ @ Temp: 25 °C

Melting Point：

69 °C

Boiling Point：

453.2±45.0 °C at 760 mmHg

Flash Point：

165 °C

Refractive Index：

1.564

Water Solubility：

H2O: 0.01 g/100 mL

Storage Conditions：

0-6°C

Vapor Pressure：

2.4×10 -5 Pa (25 °C)

Toxicity：

Oral-Rat LD50: 54.5 mg/kg

Flammability characteristics：

Flammable; burning produces toxic chloride and fluoride gases

Odor：

Very faint, slightly sweet odor

Safety Information

Packing level：

III

Hazard category：

6.1(b)

Transport codes：

UN 2588

wgk germany：

hazard class code：

20/21/22-50/53-36-11-36/37/38-48/22-43-40-23/25

safety instructions：

13-60-61-36/37-16-36-26-45-38-24-23

RTECS Number：

GZ1227800

Marks：

Xn;N,N,Xn,F,T

Storage features：

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

Stability/Shelf Life：

Stable under recommended storage conditions.

Precautionary statement(s)：

P210-P273-P280-P305 + P351 + P338

Hazard Statements：

H225-H302 + H312 + H332-H319-H411

Toxicity

Toxicity class：

most toxic

Bifenthrin Use and Manufacturing

Methods of Manufacturing

Preparation method 1 is prepared by reacting 2-phenylbenzoic acid with SOCl2 to obtain 2-phenylbenzoyl chloride, and then reacting with dimethylformamide to obtain the corresponding 2-phenylbenzamide, which is obtained by reduction with lithium aluminum hydride 2-phenyldimethylbenzylamine. The corresponding ammonium salt is prepared by reacting 2-phenyldimethylbenzylamine with CH3I, and then reacted with ethyl chloroformate after isomerization to prepare 2-methyl-3-phenylchlorobenzyl. Finally, bifenthrin was prepared by refluxing with the corresponding acid in the presence of KOH in acetonitrile for 16h. The preparation method 2 is prepared by condensation, cyclization and dehydrochlorination of 3, 3-dimethyl-1-enopentanoic acid 2-methyl-3-phenylbromobenzyl.

Uses

Insecticide, acaricide.Bifenthrin controls foliar insect pests and some mites on a range of crops including cereals, citrus, cotton, fruit and vegetables. 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).

Computed Properties

Molecular Weight:422.9
XLogP3:6
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:422.1260421
Monoisotopic Mass:422.1260421
Topological Polar Surface Area:26.3
Heavy Atom Count:29
Complexity:622
Defined Atom Stereocenter Count:2
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Benzyl chloride

Dimethylformamide

Benzoyl chloride

Downstream Products

Melamine

Zinc oxide (ZnO)

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