Chlorfluazuron

Base Information

• Chemical Name: Chlorfluazuron
• CAS No.: 71422-67-8
• Molecular Formula: C₂₀H₉Cl₃F₅N₃O₃
• Molecular Weight: 540.661
• European Community (EC) Number: 615-292-0
• UNII: Q42JG8449K
• DSSTox Substance ID: DTXSID5041772
• Nikkaji Number: J120.379G
• Wikidata: Q22807265
• Metabolomics Workbench ID: 56267
• ChEMBL ID: CHEMBL2251411
• Mol file: 71422-67-8.mol

Synonyms:2,4-IKI;chlorfluazuron;chlorofluzuron;N-(2,6-difluorobenzoyl)-N'-(3,5-dichloro-4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)pheyl)urea;N-(4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)-3,5-dichlorophenyl)-N(1)-(2,6-difluorobenzoyl)urea

Chemical Property of Chlorfluazuron

Chemical Property:

• Appearance/Colour: White crystals or crystalline powder
• Vapor Pressure: <1 xl0-5 mPa (20 °C)
• Melting Point: 232-233.5 °C
• Refractive Index: 1.597
• PKA: 8.10 (acid)
• PSA: 80.32000
• Density: 1.626 g/cm³
• LogP: 7.55690
• Storage Temp.: 0-6°C
• Water Solubility.: ＜0.01mg l-1(20 °C)
• XLogP3: 6.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 538.962965
• Heavy Atom Count: 34
• Complexity: 715

Purity/Quality:

99% ^*data from raw suppliers

Chlorfluazuron ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)F)C(=O)NC(=O)NC2=CC(=C(C(=C2)Cl)OC3=C(C=C(C=N3)C(F)(F)F)Cl)Cl)F
• Uses: Chlorfluazuron is benzoyl(pyridiyloxyphenyl)urea based pesticide that acts as a chitin synthesis inhibitor. Chlorfluazuron is commonly used in agriculture as an insect growth regulator for controlling the major insect pests in crops Chlorfluazuron is used for the control of Heliothis, Spodoptera, Bemisia tabaci and other chewing insects on cotton, and Plutella and Thrips on vegetables. It is also used on fruit, potatoes, ornamentals and tea.

Technology Process of Chlorfluazuron

There total 8 articles about Chlorfluazuron 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: 97.5%

2,6-difluorobenzoyl isocyanate (60731-73-9) + 3,5-dichloro-4-[(3-chloro-5-(trifluoromethyl)pyridin-2-yl)oxy]aniline (73265-15-3) → chlorfluazuron (71422-67-8)

Guidance literature:

at 40 - 50 ℃; Temperature;

Reference yield:

2-chloro-5-(Trichloromethyl)-pyridine (69045-78-9) → chlorfluazuron (71422-67-8)

Guidance literature:

Multi-step reaction with 4 steps

1: chlorine / 6 h / 150 - 160 °C

2: hydrogen fluoride / 11 h / 170 °C

3: potassium carbonate / N,N-dimethyl acetamide / 6 h / 60 - 70 °C

4: 40 - 50 °C

With hydrogen fluoride; chlorine; potassium carbonate; In N,N-dimethyl acetamide;

Reference yield:

3-Methylpyridine (108-99-6) → chlorfluazuron (71422-67-8)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrachloromethane; chlorine / 0 h / 350 - 400 °C

2: chlorine / 6 h / 150 - 160 °C

3: hydrogen fluoride / 11 h / 170 °C

4: potassium carbonate / N,N-dimethyl acetamide / 6 h / 60 - 70 °C

5: 40 - 50 °C

With tetrachloromethane; hydrogen fluoride; chlorine; potassium carbonate; In N,N-dimethyl acetamide;

upstream raw materials:

2,6-difluorobenzamide

2,6-difluorobenzoyl isocyanate

3,5-dichloro-4-[(3-chloro-5-(trifluoromethyl)pyridin-2-yl)oxy]aniline

3-Methylpyridine

Refernces

• 1、 -. "Method for exterminating termites". . . Retrieved 2008/06/13.
• 2、 -. "Substituted arylazadioxacyclo alkene fungicides". . . Retrieved 2008/06/13.