Biphenthrin

Base Information

• Chemical Name: Biphenthrin
• CAS No.: 82657-04-3
• Deprecated CAS: 92880-79-0,107497-60-9,107538-32-9,107497-60-9
• Molecular Formula: C23H22ClF3O2
• Molecular Weight: 422.875
• Hs Code.: 29162090
• European Community (EC) Number: 617-373-6
• UN Number: 2588,3349
• UNII: 6B66JED0KN,CNW4AM9VYX
• DSSTox Substance ID: DTXSID9020160,DTXSID20891316
• Nikkaji Number: J384.276B,J389.191G
• Wikipedia: Bifenthrin
• Metabolomics Workbench ID: 53007
• ChEMBL ID: CHEMBL2227975
• Mol file: 82657-04-3.mol

Synonyms:bifenthrin

Chemical Property of Biphenthrin

Chemical Property:

• Appearance/Colour: powder
• Vapor Pressure: 4.95E-22mmHg at 25°C
• Melting Point: 68-71 °C
• Boiling Point: 453.2 °C at 760 mmHg
• Flash Point: 136.5 °C
• PSA: 26.30000
• Density: 1.262 g/cm³
• LogP: 6.66240
• Storage Temp.: 0-6°C
• Water Solubility.: 0.01 g/100 mL
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 422.1260421
• Heavy Atom Count: 29
• Complexity: 622
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Bifenthrin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N, F
• Hazard Codes: Xn;N,N,Xn,F,T
• Statements: 20/21/22-50/53-36-11-36/37/38-48/22-43-40-23/25
• Safety Statements: 13-60-61-36/37-16-36-26-45-38-24-23

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Pyrethrins/Pyrethroids
• Canonical SMILES: CC1=C(C=CC=C1C2=CC=CC=C2)COC(=O)C3C(C3(C)C)C=C(C(F)(F)F)Cl
• Isomeric SMILES: CC1=C(C=CC=C1C2=CC=CC=C2)COC(=O)[C@@H]3[C@@H](C3(C)C)/C=C(/C(F)(F)F)\Cl
• Description: Bifenthrin is synthetic pyrethroid insecticide with biochemical origins in the natural insecticide pyrethrum. It is a waxy solid with a color ranging from an off-white to a pale tan, and with a slightly sweet odor. It is almost insoluble in water. Bifenthrin is used for the control of borers and termites in timber, insect pests in agricultural crops (bananas, apples, pears, ornamentals) and turf, as well as for general pest control (spiders, ants, fleas, flies, mosquitoes). Due to its high toxicity to aquatic organisms, it is listed as a restricted use pesticide. It has a very low solubility in water and tends to bind to soil, which minimizes runoff into water sources. It is marketed as Talstar, Bifenthrine, Brigade, Capture, Torant, Zipak, FMC 54800, and OMS3024. 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.
• Uses: Third generation synthetic pyrethroid. Insecticide, acaricide. Bifenthrin controls foliar insect pests and some mites on a range of crops including cereals, citrus, cotton, fruit and vegetables. Insecticide, acaricide.

Technology Process of Biphenthrin

There total 23 articles about Biphenthrin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.5%

cyhalothrin chloride (78246-90-9,68127-98-0,76496-71-4) + (2-methyl-[1,1′-biphenyl]-3-yl)methanol (76350-90-8) → rel-(1R,3R)-(2-methyl[1,1'-biphenyl]-3-yl)methyl 3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propenyl]-2,2-dimethylcyclopropanecarboxylate (82657-04-3,92880-79-0,107497-60-9)

Guidance literature:

With hexamethylenetetramine; at 40 - 45 ℃; for 5h; Temperature; Reagent/catalyst; Large scale;

Reference yield: 98.0%

→ bifenthrin (82657-04-3,92880-79-0,107497-60-9)

Guidance literature:

Reference yield: 95.0%

(2-methyl-3-phenylphenyl)methyl 2,2-dimethyl-3-(1-acetoxy-2,2-dichloro-3,3,3-trifluoro-propyl)cyclopropanecarboxylate + zinc (7440-66-6) → bifenthrin (82657-04-3,92880-79-0,107497-60-9)

Guidance literature:

In diethyl ether; N,N-dimethyl-formamide; pentane;

upstream raw materials:

1,1,1-Trichloro-2,2,2-trifluoroethane

(2-methyl[1,1'-biphenyl]-3-yl)methyl cis,trans-2,2-dimethyl-3-formylcyclopropanecarboxylate

(2-methyl-3-phenylphenyl)methyl (1RS,3SR)-3-(1-acetoxy-2,2-dichloro-3,3,3-trifluoropropyl)-2,2-dimethylcyclopropanecarboxylate

(2-methyl-3-phenylphenyl)methyl (1RS,3SR)-3-(2,2-dichloro-3,3,3-trifluoro-1-hydroxypropyl)-2,2-dimethylcyclopropanecarboxylate

Refernces

• 1、 -. "Production process of bifenthrin". Paragraph 0028-0041. . Retrieved 2021/04/02.
• 2、 -. "Use of prochloraz for wood protection". . . Retrieved 2009/06/27.