Metobromuron

Base Information

• Chemical Name: Metobromuron
• CAS No.: 3060-89-7
• Molecular Formula: C9H11 Br N2 O2
• Molecular Weight: 259.103
• Hs Code.: 29280000
• European Community (EC) Number: 221-301-5
• UNII: 4251089P3L
• DSSTox Substance ID: DTXSID6042157
• Nikkaji Number: J7.673B
• Wikidata: Q18213352
• ChEMBL ID: CHEMBL1356637
• Mol file: 3060-89-7.mol

Synonyms:3-(p-bromophenyl)-1-methoxy-1-methylurea;metobromuron;Patoran

Chemical Property of Metobromuron

Chemical Property:

• Appearance/Colour: White to brown powder
• Melting Point: 95.5-96 ºC
• Refractive Index: 1.6070 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: 12.80±0.70(Predicted)
• Flash Point: °C
• PSA: 41.57000
• Density: 1.534 g/cm³
• LogP: 2.54720
• Storage Temp.: APPROX 4°C
• Water Solubility.: 333.8mg/L(20 oC)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 258.00039
• Heavy Atom Count: 14
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

Metobromuron ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XnF
• Hazard Codes: Xn,F
• Statements: 22-36-20/21/22-11-20/22
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Urea Derivative
• Canonical SMILES: CN(C(=O)NC1=CC=C(C=C1)Br)OC
• Uses: Metobromuron is a preemergence herbicide.

Technology Process of Metobromuron

There total 4 articles about Metobromuron 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%

S-methyl N-methoxy-N-methylthiocarbamate + C6H5BrN(1-)*Li(1+) → 3-(4-bromophenyl)-1-methoxy-1-methylurea (3060-89-7)

Guidance literature:

In tetrahydrofuran; Heating;

DOI:10.1080/00397910008087206

Reference yield:

4-bromophenyl isocyanate (2493-02-9) + dimethyl sulfate (77-78-1) → 3-(4-bromophenyl)-1-methoxy-1-methylurea (3060-89-7)

Guidance literature:

4-bromophenyl isocyanate; With hydroxylamine hydrochloride; sodium hydroxide; In water; toluene; at 12 ℃; pH=7 - 8;

dimethyl sulfate; With sodium hydroxide; In water; at 20 - 25 ℃; pH=8 - 10; Reagent/catalyst; Solvent; Temperature;

Reference yield:

N-methoxy-N-methyl-N'-phenylurea (1576-17-6) → 3-(4-bromophenyl)-1-methoxy-1-methylurea (3060-89-7)

Guidance literature:

With bromine;

upstream raw materials:

N-methoxy-N-methyl-N'-phenylurea

4-bromophenyl isocyanate

dimethyl sulfate

Downstream raw materials:

methylamine

N-methoxy-N-methyl-N'-phenylurea

aniline

Refernces

• 1、 Mizuno, Takumi,Kino, Takanobu,Takatoshi, Ito,Miyata, Toshiyuki. "Synthesis of aromatic urea herbicides by the selenium-assisted carbonylation using carbon monoxide with sulfur". . p. 1675 - 1688. Retrieved 2007/10/03.
• 2、 -. "Process of improving activity of herbicides and fertilizers using N-(2-hydroxyethyl)-acetamide or -propanamide". . . Retrieved 2008/06/13.