Bentazone

Base Information

• Chemical Name: Bentazone
• CAS No.: 25057-89-0
• Deprecated CAS: 12705-05-4,21723-40-0,58856-82-9,58856-82-9
• Molecular Formula: C10H12N2O3S
• Molecular Weight: 240.283
• Hs Code.: 29349990
• European Community (EC) Number: 246-585-8
• ICSC Number: 0828
• UNII: R4S7ZGZ9CT
• DSSTox Substance ID: DTXSID0023901
• Nikkaji Number: J1.875I
• Wikipedia: Bentazon
• Wikidata: Q148937
• Metabolomics Workbench ID: 67425
• ChEMBL ID: CHEMBL1567045
• Mol file: 25057-89-0.mol

Synonyms:Basagran;bentazon;bentazone;bentazone sodium

Chemical Property of Bentazone

Chemical Property:

• Appearance/Colour: powder
• Vapor Pressure: 1.8E-06mmHg at 25°C
• Melting Point: 137-139 °C
• Refractive Index: 1.582
• Boiling Point: 395.7 °C at 760 mmHg
• PKA: pKa (24°): 3.3
• Flash Point: 193.1 °C
• PSA: 74.86000
• Density: 1.345 g/cm³
• LogP: 2.36420
• Storage Temp.: APPROX 4°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 0.5g/L(20 oC)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 240.05686342
• Heavy Atom Count: 16
• Complexity: 385

Purity/Quality:

95%tc,480g/l, ^*data from raw suppliers

Bentazon ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,F
• Hazard Codes: Xn,F
• Statements: 22-36-43-52/53-20/21/22-11
• Safety Statements: 2-24-37-61-36-26-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Other
• Canonical SMILES: CC(C)N1C(=O)C2=CC=CC=C2NS1(=O)=O
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly on spraying or when dispersed, especially if powdered.
• Effects of Short Term Exposure: The substance is irritating to the eyes.
• Description: Bentazon is unique under these herbicides because it is the only compound that bears a sulfonyl group. A puzzle that is not solved yet is that bentazone is an excellent herbicide but has a very low pI50-value.
• Uses: Herbicide. Selective, contact, postemergence herbicide used to control a variety of annual and perennial broad-leaved weeds in most grass and legume crops.

Technology Process of Bentazone

There total 6 articles about Bentazone 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: 96.8%

α-picoline (109-06-8) + 2-amino-N-isopropylbenzamide (30391-89-0) → Bentazon (25057-89-0)

Guidance literature:

With chlorosulfonic acid; trichlorophosphate; In water; 1,2-dichloro-ethane;

Reference yield:

2-amino-N-isopropylbenzamide (30391-89-0) → Bentazon (25057-89-0)

Guidance literature:

With sulfur trioxide; triethylamine; trichlorophosphate; In 1,2-dichloro-ethane;

Reference yield:

N,N-dimethyl-cyclohexanamine (98-94-2) + 2-amino-N-isopropylbenzamide (30391-89-0) → Bentazon (25057-89-0)

Guidance literature:

With sulfur trioxide; trichlorophosphate; In 1,2-dichloro-ethane;

upstream raw materials:

N-isopropyl-N'-o-carbomethoxy-phenyl-sulfamide

2-carbomethoxyaniline

N,N-dimethyl-cyclohexanamine

2-amino-N-isopropylbenzamide

Downstream raw materials:

3-Isopropyl-1-(4-nitro-benzyl)-2,2-dioxo-2,3-dihydro-1H-2λ⁶-benzo[1,2,6]thiadiazin-4-one

Refernces

• 1、 -. "Solid mixtures based on sulfonylureas and adjuvants". . . Retrieved 2008/06/13.
• 2、 -. "Method for the production of 3-isopropyl-1H-2, 1,3-benzothiadiazine-4 (3H)-one-2,2-dioxide". . . Retrieved 2008/06/13.