3060-89-7

Basic information

• Product Name: Metobromuron
• Synonyms: 3-(4-Bromphenyl)-1-methoxyharnstoff;3-(p-bromophenyl)-1-methoxy-1-methyl-ure;C 3126;c-3126;Metbromuron;monobromuron;n-(4-bromophenyl)-n’-methyl-n’-methoxy-harnstoff;n’-(4-bromophenyl)-n-methoxy-n-methyl-ure
• CAS NO: 3060-89-7
• Molecular Formula: C₉H₁₁BrN₂O₂
• Molecular Weight: 259.1
• EINECS: 221-301-5
• Mol File: 3060-89-7.mol

Chemical Properties

• Melting Point: 95-96°
• Boiling Point: °Cat760mmHg
• Flash Point: 2 °C
• Appearance: White to brown powder
• Density: 1.6027 (rough estimate)
• Refractive Index: 1.6070 (estimate)
• Storage Temp.: APPROX 4°C
• PKA: 12.80±0.70(Predicted)
• Water Solubility: 333.8mg/L(20 oC)
• BRN: 2103964
• CAS DataBase Reference: Metobromuron(CAS DataBase Reference)
• NIST Chemistry Reference: Metobromuron(3060-89-7)
• EPA Substance Registry System: Metobromuron(3060-89-7)

Safety Data

• Hazard Codes: Xn,F
• Statements: 22-36-20/21/22-11-20/22
• Safety Statements: 16-26-36
• RIDADR: UN 1648 3/PG 2
• WGK Germany: 2
• RTECS: YS3325000
• Hazardous Substances Data: 3060-89-7(Hazardous Substances Data)

Usage

Uses

Used in Agricultural Industry:
Metobromuron is used as a pre-emergence herbicide for controlling grasses and broadleaf weeds. It is applied in the cultivation of flax, groundnuts, potatoes, beans, soybeans, sunflowers, tomatoes, and tobacco. However, its use is pending in EU countries and is not registered for use in the U.S. There are 24 global suppliers for this herbicide.

Trade name

C-3126?; CIBA 3126?; PATORAN?; PATTONEX?

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. An eye irritant. When heated to decomposition it emits toxic fumes of Brí and NOx

Potential Exposure

Preemergence substituted urea herbicide used to control grasses and broadleaf weeds on flax, groundnuts, potatoes, beans, soybeans, sunflowers, tomatoes, and tobacco.

Shipping

UN3021 Pesticides, liquid, flammable, toxic, flash point ,23 C, Hazard Class: 3; Labels: 3-Flammable liquid, 6.1-Poisonous materials. Technical Name Required. UN2767 Phenyl urea pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Incompatibilities

This organic bromine compound may react with strong oxidizers such as chlorates, peroxides, nitrates, permanganates, perchlorates, chlorine, fluorine, etc. Keep away from strong acids.

Waste Disposal

Hydrolysis is not recommended as a disposal procedure because of the generation of the toxic products, 3,4-dichloroaniline and dimethylamine. Incinerate in a unit with effluent gas scrubbing. Containers must be disposed of properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

InChI:InChI=1/C9H11BrN2O2/c1-12(14-2)9(13)11-8-5-3-7(10)4-6-8/h3-6H,1-2H3,(H,11,13)

Upstream product

• 1576-17-6 N-methoxy-N-methyl-N'-phenylurea 
• 2493-02-9 4-bromophenyl isocyanate 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 74-89-5 methylamine 
• 1576-17-6 N-methoxy-N-methyl-N'-phenylurea 
• 62-53-3 aniline 

Relevant articles and documents

Preparation method of phenylurea herbicides

The invention relates to a preparation method of phenylurea herbicides. The method comprises the following steps of (1) adding hydroxylamine salts into water; then, adding alkali so that the PH value of the reaction solution is 7 to 8; then, adding solvents; dripping 4-bromophenyl isocyanate at 5 to 20 DEG C; after the dripping is completed, performing heat insulation reaction; maintaining the weight content of the 4-bromophenyl isocyanate to be lower than 0.5 percent through HPLC (high performance liquid chromatography) central control; performing filtering to obtain solids; (2) adding the prepared solids into the water; adding alkali to regulate the pH value of the reaction solution to be 8 to 10; dripping dimethyl sulfate at 20 to 25 DEG C; meanwhile, adding alkali to control the pH value of the solution to be 8 to 10; after the dimethyl sulfate is completely dripped, performing heat insulation reaction; maintaining the weight content of 3-(4-bromophenyl)-1-hydroxycarbamide to be lower than 0.5 percent through HPLC central control to reach the reaction completion; performing filtering; obtaining a filter cake, wherein the filter cake is a finished product 3-(4-bromophenyl)-1-methoxyl-1-methylurea. The preparation method has the advantage that no 2-site bromization by-products are generated.

Synthesis of aromatic urea herbicides by the selenium-assisted carbonylation using carbon monoxide with sulfur

Commercially useful aromatic urea herbicides were synthesized in good yields from lithium amides of aromatic amines with thiocarbamates, which were prepared by the selenium-assisted carbonylation of secondary amines with carbon monoxide and sulfur under mild conditions.

Herbicidal composition for upland farming and weeding method

A herbicidal composition for upland farming which can control weeds that have been difficult to control, for example, cleavers, chickweed, birdseye speedwell and violet, said composition containing as active ingredients a 3-substituted phenylpyrazole derivative represented by the general formula (I): STR1 (wherein R is a hydrogen atom, a C1-6 alkyl group, a C3-6 cycloalkyl group, a C1-6 haloalkyl group, a C2-6 alkenyl group or a C2-6 alkynyl group, R1 is a C1-6 alkyl group, X1 and X2, which may be the same or different, are halogen atoms, and Y is an oxygen atom or a sulfur atom) and at least one compound selected from the group consisting of sulfonylurea derivatives, phenylurea derivatives and phenoxy fatty acid derivatives; and a weeding method using said composition.

Process of improving activity of herbicides and fertilizers using N-(2-hydroxyethyl)-acetamide or -propanamide

The invention is related to the use of certain water-soluble compounds known as such and having the Formula for the modulation of membrane dependent metabolism processes within living cells, in particular with relation to transport phenomena and cell procedures which are induced or influenced by active agents supplied from outside the cell, products containing these substances for the above described uses and processes using these products.

Plant-protective pesticidal composition

The invention relates to a plant-protective solution containing 2.5 to 40 % by weight of one or more water-insoluble plant-protective ingredient(s) 20 to 71.5 % by weight of dimethylformamide and/or dimethylsulfoxide and/or acetone as water-miscible solvent, 10 to 71.5 % by weight of furfurol and/or furfuryl alcohol as partially water-miscible solvent, 1 to 15 % by weight of commonly used additives such as anionic and/or nonionic surface active agents and macromolecules. The invention also relates to the ready-for-use plant-protective suspension containing 0.2 to 10 % by weight of one or more water-insoluble plant-protective ingredient(s) with a particle size of 0.1 to 50 μm, 0 to 60 % by weight of a fertilizer, 0.2 to 10 % by weight of dimethylformamide and/or dimethylsulfoxide and/or acetone as water-miscible solvent, 0.2 to 10 % by weight of furfurol and/or furfuryl alcohol as partially water-miscible solvent, 0.05 to 2.5 by weight of a commonly used additive such as anionic and/or nonionic surface active agents macromolecules and water in an amount supplementing up to 100 % by weight.

5,6-Dihydro-1,2,4,6-thiatriazin-5-one-1,1-dioxides

5,6-Dihydro-1,2,4,6-thiatriazin-5-one-1,1-dioxides of the formula STR1 where R1 is hydrogen, a metal atom or an unsubstituted or substituted ammonium radical, R2 is a saturated or unsaturated straight-chain aliphatic radical of up to 10 carbon atoms, a cycloaliphatic radical or 3 to 7 carbon atoms, a branched saturated or unsaturated aliphatic radical of 3 to 10 carbon atoms, a halogen-, alkoxy- or alkylmercapto-substituted aliphatic radical of 2 to 10 carbon atoms tetrahydrofuryl substituted methyl, a cycloalkoxy-substituted aliphatic radical of 4 to 10 carbon atoms, unsubstituted or halogen-substituted benzyl or phenyl, halophenyl, or alkylphenyl of a total of up to 10 carbon atoms, R3 is hydrogen, a straight-chain aliphatic radical of up to 10 carbon atoms, a cycloaliphatic radical of 3 to 7 carbon atoms, a branched aliphatic radical of 3 to 10 carbon atoms, haloalkyl, or alkoxyalkyl of 2 to 10 carbon atoms and X is oxygen and may also be sulfur if R2 is unsubstituted or halogen-substituted benzyl, processes for their preparation, and herbicides containing the above compounds.