TOPRAMEZONE

Base Information

• Chemical Name: TOPRAMEZONE
• CAS No.: 210631-68-8
• Molecular Formula: C16H17N3O5S
• Molecular Weight: 363.394
• UNII: W4934JAQ65
• ChEMBL ID: CHEMBL2272076,CHEMBL3145388
• DSSTox Substance ID: DTXSID0034722
• Metabolomics Workbench ID: 143697
• Nikkaji Number: J2.454.595D
• Wikidata: Q1168918
• Mol file: 210631-68-8.mol

Synonyms:bas 670;Hsdb 7500;TOPRAMEZONE;Topramezone [iso];[3-(4,5-Dihydro-3-isoxazolyl)-2-methyl-4-(methylsulfonyl)phenyl](5-hydroxy-1-methyl-1H-pyrazol-4-yl)methanone;

Chemical Property of TOPRAMEZONE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 590.491°C at 760 mmHg
• PKA: 6.35±0.50(Predicted)
• Flash Point: 310.918°C
• PSA: 119.23000
• Density: 1.492g/cm³
• LogP: 1.70940
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 363.08889182
• Heavy Atom Count: 25
• Complexity: 752

Purity/Quality:

99.9% ^*data from raw suppliers

Topramezone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): TN
• Hazard Codes: T,N
• Statements: 61-50/53
• Safety Statements: 53-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Herbicides, Other
• Canonical SMILES: CC1=C(C=CC(=C1C2=NOCC2)S(=O)(=O)C)C(=O)C3=CNN(C3=O)C
• Uses: Topramezone is a herbicide that belongs to the class of pyrazolones or benzoylpyrazoles. It can be used to control broad leaved weeds and grass weeds in maize crop protection.

Technology Process of TOPRAMEZONE

There total 35 articles about TOPRAMEZONE 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: 100.0%

1,4-dioxane (123-91-1,28347-88-8,28347-91-3,39449-24-6,54841-74-6) + 3-(3-bromo-2-methyl-6-(methylsulfonyl)phenyl)-4,5-dihydroisoxazole (247922-29-8) + 1-methyl-5-hydroxypyrazole (33641-15-5) → topramezone (210631-68-8)

Guidance literature:

With carbon monoxide; potassium carbonate; triethylamine; triphenylphosphine; palladium(II) chloride; In water;

Reference yield: 93.5%

[3-(4,5-dihydro-1,2-oxazol-3-yl)-4-methylsulfonyl-2-methylphenyl](5-methoxy-1-methylpyrazole-4-yl)methanone → topramezone (210631-68-8)

Guidance literature:

With hydrogen bromide; methyl(tri-n-octyl)ammonium bromide; for 3h; Reagent/catalyst; Reflux;

Reference yield: 90.0%

3-(3-bromo-2-methyl-6-(methylsulfonyl)phenyl)-4,5-dihydroisoxazole (247922-29-8) + carbon monoxide (201230-82-2) + 1-methyl-5-hydroxypyrazole (33641-15-5) → topramezone (210631-68-8)

Guidance literature:

With triethylamine; copper(l) chloride; In 1,4-dioxane; at 100 ℃; for 24h; under 18751.9 Torr; Temperature;

upstream raw materials:

1,4-dioxane

3-(3-bromo-2-methyl-6-(methylsulfonyl)phenyl)-4,5-dihydroisoxazole

1-methyl-5-hydroxypyrazole

5-hydroxy-1-methyl-1H-pyrazole hydrochloride