Monolinuron

Base Information

• Chemical Name: Monolinuron
• CAS No.: 1746-81-2
• Deprecated CAS: 56449-36-6
• Molecular Formula: C9H11ClN2O2
• Molecular Weight: 214.652
• Hs Code.: 29280000
• European Community (EC) Number: 217-129-5
• ICSC Number: 1273
• UNII: 6KJJ4XAD6M
• DSSTox Substance ID: DTXSID0037576
• Nikkaji Number: J7.766F
• Wikipedia: Monolinuron
• Wikidata: Q6901670
• ChEMBL ID: CHEMBL1320234
• Mol file: 1746-81-2.mol

Synonyms:3-(4-chlorophenyl)-1-methoxy-1-methylurea;monolinuron

Chemical Property of Monolinuron

Chemical Property:

• Melting Point: 76-78oC
• Refractive Index: 1.589
• PKA: 12.80±0.70(Predicted)
• Flash Point: 100 °C
• PSA: 41.57000
• Density: 1.304 g/cm³
• LogP: 2.43810
• Storage Temp.: 0-6°C
• Water Solubility.: 0.58g/L(room temperature)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 214.0509053
• Heavy Atom Count: 14
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

Monolinuron ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Other
• Canonical SMILES: CN(C(=O)NC1=CC=C(C=C1)Cl)OC
• Inhalation Risk: Evaporation at 20 °C is negligible; a nuisance-causing concentration of airborne particles can, however, be reached quickly on spraying or when dispersed, especially if powdered.
• Effects of Long Term Exposure: The substance may have effects on the blood. This may result in anaemia.

Technology Process of Monolinuron

There total 7 articles about Monolinuron 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: 94.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + chloromethyl N-(4-chlorophenyl) carbamate (186353-04-8) → 1-(4-chlorophenyl)-3-methyl-3-methoxyurea (1746-81-2)

Guidance literature:

With triethylamine; In ethanol; for 4.5h; Ambient temperature;

DOI:10.1080/00397919608004663

Reference yield: 79.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + p-chlorphenylisocyanate (104-12-1) → 1-(4-chlorophenyl)-3-methyl-3-methoxyurea (1746-81-2)

Guidance literature:

With triethylamine; In toluene; at -5 - 20 ℃; Solvent; Reagent/catalyst; Temperature; Large scale; Green chemistry;

Reference yield:

4-chloro-aniline (106-47-8) → 1-(4-chlorophenyl)-3-methyl-3-methoxyurea (1746-81-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / Et₃N / CH₂Cl₂ / 4 h / 0 - 5 °C

2: 94 percent / Et₃N / ethanol / 4.5 h / Ambient temperature

With triethylamine; In ethanol; dichloromethane;

DOI:10.1080/00397919608004663

upstream raw materials:

1-(p-chlorophenyl)-3-methoxyurea

dimethyl sulfate

N-(4-chlorophenyl)-N'-hydroxyurea

N,O-dimethylhydroxylamine*hydrochloride

Downstream raw materials:

methylamine

Refernces

• 1、 -. "Halopyridyl triazolinone herbicides and herbicidal use thereof". . . Retrieved 2008/06/13.
• 2、 Patonay, Tamas,Patonay-Peli, Erzsebet,Zolnai, Laszlo,Mogyorodi, Ferenc. "α-Haloalkyl Haloformates and Related Compounds 3.1 A Facile Synthesis of Symmetrical and Unsymmetrical Ureas via Chloromethyl Carbamates". . p. 4253 - 4265. Retrieved 2007/10/03.