Carfentrazone

Base Information

• Chemical Name: Carfentrazone
• CAS No.: 128621-72-7
• Molecular Formula: C13H10Cl2F3N3O3
• Molecular Weight: 384.142
• European Community (EC) Number: 603-289-7
• UNII: WAH5515N4U
• DSSTox Substance ID: DTXSID10869766
• Nikkaji Number: J1.457.248A
• Wikidata: Q2938723
• Metabolomics Workbench ID: 69683
• Mol file: 128621-72-7.mol

Synonyms:Carfentrazone;128621-72-7;Carfentrazone [ISO];UNII-WAH5515N4U;WAH5515N4U;2-chloro-3-[2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-4-fluorophenyl]propanoic acid;Carfentrazone (free acid);C11493;(RS)-2-chloro-3-(2-chloro-5-(4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)-4-fluorophenyl)propionic acid;Benzenepropanoic acid, .alpha.,2-dichloro-5-(4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)-4-fluoro-;Benzenepropanoic acid, alpha,2-dichloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]-4-fluoro-;AC1L9E9Z;BEN309;2-CHLORO-3-(2-CHLORO-5-(4-(DIFLUOROMETHYL)-4,5-DIHYDRO-3-METHYL-5-OXO-1H-1,2,4-TRIAZOL-1-YL)-4-FLUOROPHENYL)PROPIONIC ACID;2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propionic acid;Benzenepropanoic acid, .alpha.,2-dichloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]-4-fluoro-;ORATIO;carfentrazone-ethyl TP1;carfentrazone-ethyl TP5;F8426-chloropropionic acid;SCHEMBL38807;DTXSID10869766;CHEBI:138240;AMY23319;AKOS015903697;(R)-(-)-1,1-Bi-2-naphthyldiacetate;2-chloro-3-[2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-4-fluoro-phenyl]propanoic acid;Q2938723;Carfentrazone (free acid) 100 microg/mL in Methanol;Carfentrazone (free acid) 100 microg/mL in Acetonitrile;2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propanoic acid;2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-4,5 -dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propionic acid;BENZENEPROPANOIC ACID,ALPHA,2-DICHLORO-5-(4-(DIFLUOROMETHYL)-4,5-DIHYDRO-3-METHYL-5-OXO-1H-1,2,4-TRIAZOL-1-YL)-4-FLUORO-

Chemical Property of Carfentrazone

Chemical Property:

• Appearance/Colour: viscous yellow liquid
• Vapor Pressure: 9.63E-10mmHg at 25°C
• Refractive Index: 1.609
• Boiling Point: 472.8 °C at 760 mmHg
• PKA: 2.76±0.14(Predicted)
• Flash Point: 239.7 °C
• PSA: 77.12000
• Density: 1.67 g/cm³
• LogP: 2.76450
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 383.0051311
• Heavy Atom Count: 24
• Complexity: 552

Purity/Quality:

99.9% ^*data from raw suppliers

Carfentrazone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NN(C(=O)N1C(F)F)C2=C(C=C(C(=C2)CC(C(=O)O)Cl)Cl)F

Technology Process of Carfentrazone

There total 5 articles about Carfentrazone 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:

4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1-(5-amino-2-fluoro-4-chloro-phenyl)-1H-1,2,4-triazole + acrylic acid (79-10-7) → carfentrazone (128621-72-7)

Guidance literature:

With hydrogenchloride; copper(l) chloride; lithium chloride; sodium nitrite; In water; acetone; at 0 - 5 ℃; for 0.5h; Reagent/catalyst;

Reference yield:

carfentrazone-ethyl (128639-02-1) → carfentrazone (128621-72-7)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 5h;

Reference yield:

4-difluoromethyl-4,5-dihydro-1-(4-chloro-2-fluorophenyl)-3-methyl-5-oxo-1H-1,2,4-triazole (111992-05-3) → carfentrazone (128621-72-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid; nitric acid / 1 h / 10 °C

2: hydrogen; palladium on activated charcoal / methanol; toluene / 2 h / Autoclave

3: hydrogenchloride; copper(l) chloride; sodium nitrite / acetone / 1 h / 5 °C

With hydrogenchloride; sulfuric acid; palladium on activated charcoal; hydrogen; nitric acid; copper(l) chloride; sodium nitrite; In methanol; acetone; toluene;

upstream raw materials:

acrylic acid

4-difluoromethyl-4,5-dihydro-1-(4-chloro-2-fluorophenyl)-3-methyl-5-oxo-1H-1,2,4-triazole

4,5-dihydro-1-(4-chloro-2-fluorophenyl)-3-methyl-5-oxo-1H-1,2,4-triazole

carfentrazone-ethyl

Downstream raw materials:

carfentrazone-ethyl

Refernces

• 1、 -. "Quaternary ammonium compound and application thereof". Paragraph 0080; 0081; 0082. . Retrieved 2017/08/30.
• 2、 -. "Preparation method of carfentrazone-ethyl". Paragraph 0026-0027. . Retrieved 2014/02/15.