Butafenacil

Base Information

• Chemical Name: Butafenacil
• CAS No.: 134605-64-4
• Deprecated CAS: 252205-33-7
• Molecular Formula: C20H18ClF3N2O6
• Molecular Weight: 474.821
• Hs Code.: 2933599020
• European Community (EC) Number: 603-837-5
• UNII: 7Z141CCP2R
• ChEMBL ID: CHEMBL1867342
• DSSTox Substance ID: DTXSID9034365
• Metabolomics Workbench ID: 155381
• Nikkaji Number: J1.647.113E
• Wikidata: Q27269041
• Wikipedia: Butafenacil
• Mol file: 134605-64-4.mol

Synonyms:butafenacil

Chemical Property of Butafenacil

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 113 °C
• Refractive Index: 1.536
• Boiling Point: 539.4 °C at 760 mmHg
• PKA: -4.21±0.40(Predicted)
• Flash Point: 280 °C
• PSA: 96.60000
• Density: 1.406 g/cm³
• LogP: 2.87300
• Storage Temp.: 0-6°C
• Water Solubility.: 10mg/L at 25℃
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 8
• Exact Mass: 474.0805485
• Heavy Atom Count: 32
• Complexity: 842

Purity/Quality:

99.9% ^*data from raw suppliers

Butafenacil ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C(=O)OCC=C)OC(=O)C1=C(C=CC(=C1)N2C(=O)C=C(N(C2=O)C)C(F)(F)F)Cl
• Uses: Butafenacil is a uracil based herbicide that function via the inhibition of protoporphyrinogen oxidase.

Technology Process of Butafenacil

There total 7 articles about Butafenacil 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: 86.5%

methyl 2-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]benzoate + allyl 2-hydroxyisobutyrate (19444-21-4) → butafenacil (134605-64-4)

Guidance literature:

With titanium(IV) isopropylate; at 110 ℃; for 4h; Temperature; Reagent/catalyst;

Reference yield:

3-methylamino-4,4,4-trifluorobut-2-enoic acid ethyl ester (507448-65-9) + 5-isocyanato-2-chloro-benzoic acid 1-allyloxycarbonyl-1-methyl-ethyl-ester + potassium tert-butylate (865-47-4) → butafenacil (134605-64-4)

Guidance literature:

With hydrogenchloride; In N-methyl-acetamide; water;

Reference yield:

3-methylamino-4,4,4-trifluorocrotonic acid ethyl ester (121303-76-2) + 5-isocyanato-2-chloro-benzoic acid 1-allyloxycarbonyl-1-methyl-ethyl-ester + potassium tert-butylate (865-47-4) → butafenacil (134605-64-4)

Guidance literature:

With acetic acid; In water; isopropyl alcohol; acetonitrile;

upstream raw materials:

3-methylamino-4,4,4-trifluorobut-2-enoic acid ethyl ester

potassium tert-butylate

3-methylamino-4,4,4-trifluorocrotonic acid ethyl ester

3-methylamino-4,4,4-trifluorobut-2-enoic acid isopropylester

Downstream raw materials:

(E)-1-((3-(2,5-Dimethoxyphenyl)allyl)oxy)-2-methyl-1-oxopropan-2-yl 2-chloro-5-(3-methyl-2,6-dioxo-4-(trifluoromethyl)-2,3-dihydropyrimidin-1(6H)-yl)benzoate

(Z)-1-((3-(2,5-Dimethoxyphenyl)allyl)oxy)-2-methyl-1-oxopropan-2-yl 2-chloro-5-(3-methyl-2,6-dioxo-4-(trifluoromethyl)-2,3-dihydropyrimidin-1(6H)-yl)benzoate

Refernces

• 1、 -. "Process for the production of 3-aryl-uracils". . . Retrieved 2008/06/13.