Triflumuron

Base Information

• Chemical Name: Triflumuron
• CAS No.: 64628-44-0
• Molecular Formula: C15H10ClF3N2O3
• Molecular Weight: 358.704
• Hs Code.: 2924299037
• European Community (EC) Number: 264-980-3
• UNII: 3FT64DYG8K
• DSSTox Substance ID: DTXSID5034355
• Nikkaji Number: J20.690C
• Wikipedia: Triflumuron
• Wikidata: Q1995523
• Metabolomics Workbench ID: 56280
• ChEMBL ID: CHEMBL1394379
• Mol file: 64628-44-0.mol

Synonyms:1-(4-trifluoromethoxyphenyl)-3-(2-chlorobenzoyl)urea;2-chloro-N-(4-(trifluoromethoxy)phenylaminocarbonyl)benzamide;Alsystin;BAY SIR 8514;BAY Vi 7533;BAY-SIR 8514;BAY-Sir-8514;OMS 2014;OMS-2014;SIR 8514;triflumuron

Chemical Property of Triflumuron

Chemical Property:

• Vapor Pressure: 0Pa at 20℃
• Melting Point: 188 - 190oC
• Refractive Index: 1.581
• PKA: 9.79±0.46(Predicted)
• PSA: 67.43000
• Density: 1.475 g/cm³
• LogP: 4.66440
• Storage Temp.: 0-6°C
• Solubility.: Soluble in DMF
• Water Solubility.: 40μg/L at 20℃
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 358.0332044
• Heavy Atom Count: 24
• Complexity: 454

Purity/Quality:

98%TC 95%tc 5%SC ^*data from raw suppliers

Triflumuron ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)NC(=O)NC2=CC=C(C=C2)OC(F)(F)F)Cl
• Description: Triflumuron, a benzoylphenyl urea compound, is an insect development inhibitor that inhibits the synthesis of chitin. It is formulated as an off-shears pour-on lousicide for control of the sheep body louse Bovicola ovis.
• Uses: Triflumuron is a benzoylphenylurea insecticide. Triflumuron is a chitin synthesis inhibitor used to control insects pests such as mosquitos and flies. A chitin biosynthesis inhibitor Insecticide (larvicide).

Technology Process of Triflumuron

There total 4 articles about Triflumuron 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: 62.0%

2-iodochlorobenzene (615-41-8) + 1-(4-(trifluoromethoxy)phenyl)urea (82971-90-2) + 9-methyl-9H-fluorene-9-carbonyl chloride (82102-37-2) → 2-chloro-N-({[4-(trifluoromethoxy)phenyl]amino}carbonyl)benzamide (64628-44-0)

Guidance literature:

With tri-tert-butyl phosphine; potassium carbonate; N-ethyl-N,N-diisopropylamine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; catacxium A; In 1,4-dioxane; at 80 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jo3000767

Reference yield: 56.0%

C15H12ClF3N2O2 → 2-chloro-N-({[4-(trifluoromethoxy)phenyl]amino}carbonyl)benzamide (64628-44-0)

Guidance literature:

With 9-(2-mesityl)-10-methylacridinium perchlorate; In chloroform; at 35 ℃; for 2h; Irradiation;

DOI:10.1039/c8cc06603e

Reference yield:

2-CHLOROBENZYLAMINE (89-97-4) + 1-isocyanato-4-trifluoromethoxy-benzene (35037-73-1) → 2-chloro-N-({[4-(trifluoromethoxy)phenyl]amino}carbonyl)benzamide (64628-44-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 0.17 h / 0 - 20 °C

2: 9-(2-mesityl)-10-methylacridinium perchlorate / chloroform / 2 h / 35 °C / Irradiation

With 9-(2-mesityl)-10-methylacridinium perchlorate; In dichloromethane; chloroform;

DOI:10.1039/c8cc06603e

upstream raw materials:

2-iodochlorobenzene

1-(4-(trifluoromethoxy)phenyl)urea

9-methyl-9H-fluorene-9-carbonyl chloride

2-CHLOROBENZYLAMINE

Refernces

• 1、 Bjerglund, Klaus,Lindhardt, Anders T.,Skrydstrup, Troels. "Palladium-catalyzed N -acylation of monosubstituted ureas using near-stoichiometric carbon monoxide". experimental part. p. 3793 - 3799. Retrieved 2012/06/04.
• 2、 -. "Method for exterminating termites". . . Retrieved 2008/06/13.