Flufenacet

Base Information

• Chemical Name: Flufenacet
• CAS No.: 142459-58-3
• Molecular Formula: C₁₄H₁₃F₄N₃O₂S
• Molecular Weight: 363.336
• Hs Code.: 2934999010
• European Community (EC) Number: 604-290-5
• UNII: OL44PP5145
• DSSTox Substance ID: DTXSID2032552
• Nikkaji Number: J658.585J
• Wikipedia: Flufenacet
• Wikidata: Q1430589
• ChEMBL ID: CHEMBL1886718
• Mol file: 142459-58-3.mol

Synonyms:flufenacet;FOE 5043;FOE-5043;N-(4-fluorophenyl)-N-(1-methylethyl)-2-((5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl)oxy)acetamide

Chemical Property of Flufenacet

Chemical Property:

• Vapor Pressure: 1.18E-06mmHg at 25°C
• Melting Point: 75-77oC
• Refractive Index: 1.538
• Boiling Point: 401.5 °C at 760mmHg
• PKA: 0.31±0.50(Predicted)
• Flash Point: 196.6 °C
• PSA: 83.56000
• Density: 1.416 g/cm³
• LogP: 3.51640
• Storage Temp.: 0-6°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 363.06646049
• Heavy Atom Count: 24
• Complexity: 431

Purity/Quality:

99% ^*data from raw suppliers

Flufenacet ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XnN
• Hazard Codes: Xn,N
• Statements: 22-43-48/22-50/53
• Safety Statements: 13-24-37-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Other
• Canonical SMILES: CC(C)N(C1=CC=C(C=C1)F)C(=O)COC2=NN=C(S2)C(F)(F)F
• Uses: Flufenacet is an anilide based herbicide that is applied to the soil surface or incorporated before the crop is emerged. Flufenacet is often used in field corn, corn grown for silage or soybeans to co ntrol annual grasses and broadleaf weeds. Pre-emergent herbicide.

Technology Process of Flufenacet

There total 6 articles about Flufenacet 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%

N-(4-fluorophenyl)-2-hydroxy-N-(1-methylethyl)acetamide (54041-17-7) + 2-methylsulphinyl-5-trifluoromethyl-1,3,4-thiadiazole (65439-30-7) → flufenacet (142459-58-3)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; at 5 ℃; for 2h; Solvent; Reagent/catalyst;

Reference yield: 98.0%

2-(methylsulfonyl)-5-(trifluoromethyl)-1,3,4-thiadiazole (27603-25-4) + N-(4-fluorophenyl)-2-hydroxy-N-(1-methylethyl)acetamide (54041-17-7) → flufenacet (142459-58-3)

Guidance literature:

With iron(II) chloride; In 1,2-dichloro-ethane; at 75 ℃; for 2h;

Reference yield:

2-chloro-N-(4-fluorophenyl)-N-(1-methylethyl)acetamide (66602-64-0) → flufenacet (142459-58-3)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / 95 °C

2: ethanol / 70 °C

3: iron(II) chloride / 1,2-dichloro-ethane / 2 h / 75 °C

With ethanol; iron(II) chloride; In 1,2-dichloro-ethane; toluene;

upstream raw materials:

N-(4-fluorophenyl)-2-hydroxy-N-(1-methylethyl)acetamide

2-methylsulphinyl-5-trifluoromethyl-1,3,4-thiadiazole

2-chloro-N-(4-fluorophenyl)-N-(1-methylethyl)acetamide

2-(methylsulfonyl)-5-(trifluoromethyl)-1,3,4-thiadiazole

Refernces

• 1、 -. "Flufenacet preparation method". . . Retrieved 2018/04/03.