3408-97-7

Basic information

• Product Name: BROMURON
• Synonyms: BROMURON;bromuron (bsi,iso);3-(4-bromophenyl)-1,1-dimethylurea;3-(4-bromophenyl)-1,1-dimethyl-urea
• CAS NO: 3408-97-7
• Molecular Formula: C₉H₁₁BrN₂O
• Molecular Weight: 243.1
• Mol File: 3408-97-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: 1.5-170.0 °C
• Boiling Point: 375.8°Cat760mmHg
• Flash Point: 181.1°C
• Appearance: /
• Density: 1.496g/cm³
• Vapor Pressure: 7.58E-06mmHg at 25°C
• Refractive Index: 1.613
• PKA: 14.22±0.70(Predicted)
• CAS DataBase Reference: BROMURON(CAS DataBase Reference)
• NIST Chemistry Reference: BROMURON(3408-97-7)
• EPA Substance Registry System: BROMURON(3408-97-7)

Safety Data

• Hazardous Substances Data: 3408-97-7(Hazardous Substances Data)

Usage

General Description

BROMURON is a chemical compound that is used as a herbicide to control grasses and broadleaf weeds in various agricultural crops, including soybeans, sunflowers, and cereals. It is classified as a substituted urea and works by inhibiting the photosynthetic electron transport to disrupt the growth of weeds. BROMURON is typically applied as a pre-emergence or early post-emergence treatment to the soil or foliage. While it is considered to have low toxicity to humans and wildlife, it is important to follow proper application and safety guidelines when using products containing BROMURON to minimize potential environmental impacts.

InChI:InChI=1/C9H11BrN2O/c1-12(2)9(13)11-8-5-3-7(10)4-6-8/h3-6H,1-2H3,(H,11,13)

Upstream product

• 2493-02-9 4-bromophenyl isocyanate 
• 124-40-3 dimethyl amine 
• 3768-60-3 N,N,N',N'-tetramethylsulfurous acid diamine 
• 103-71-9 phenyl isocyanate 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 106-40-1 4-bromo-aniline 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 
• 53170-19-7 d6-dimethylamine hydrochloride 
• 101-42-8 fenuron 

Downstream Products

• 82261-44-7 3-(4-dimethylureidophenyl)pyridine 
• 1008-88-4 3-phenylpyridine 
• 82261-42-5 4-pyridin-3-ylaniline 
• 452349-47-2 methyl 5-bromo-2-(3,3-dimethylureido)benzoate 
• 101-42-8 fenuron 
• 1444024-03-6 3-(4'-(4''-(benzyloxy)benzoyl)phenyl)-1,1-dimethylurea 
• 1444024-28-5 (E)-3-(4'(1'',2''-bis(4''',4''''-(benzyloxy)phenyl)but-1''-enyl)phenyl)-1,1-dimethylurea 
• 1444024-42-3 (Z)-3-(4'-(1'',2''-bis(4''',4''''-(benzyloxy)phenyl)but-1''-enyl)phenyl)-1,1-dimethylurea 
• 1444024-55-8 (E)-3-(4'-(1'',2''-bis(4''',4'''-hydroxyphenyl)-but-1''-enyl) phenyl)-1,1-dimethylurea 
• 1444024-70-7 (Z)-3-(4'-(1'',2''-bis(4''',4'''-hydroxyphenyl)-but-1''-enyl) phenyl)-1,1-dimethylurea 
• 1444023-89-5 3-(4'-((4''-(benzyloxy)phenyl)(hydroxy)-methyl)phenyl)-1,1-dimethylurea 

Relevant articles and documents

Regioselective bromination of aryl ureas with Phenyliodine(III) diacetate and potassium bromide

An efficient regioselective and operationally simple urea bromination method utilizing PIDA and potassium bromide is reported. This protocol proved to be effective on a broad range of substituted ureas in acetone at room temperature, forming the p-brominated compounds in 44–86% yields.

One-pot synthesis of 2,3-difunctionalized indoles: Via Rh(III)-catalyzed carbenoid insertion C-H activation/cyclization

Reported herein is the first Rh(iii)-catalyzed carbenoid insertion C-H activation/cyclization of N-arylureas and α-diazo β-keto esters. The redox-neutral reaction has the following features: good to excellent yields, broad substrate/functional group tolerance, exclusive regioselectivity, and no need for additional oxidants or additives, which render this methodology as a more efficient and versatile alternative to the existing methods for the synthesis of 2,3-difunctionalized indoles.

Copper-catalyzed mild nitration of protected anilines

A practical copper-catalyzed direct nitration of protected anilines, by using one equivalent of nitric acid as the nitrating agent, has been developed. This procedure features mild reaction conditions, wide structural scope (with regard to both N-protecting group and arene substitution), and high functional-group tolerance. Dinitration with two equivalents of nitric acid is also feasible. Practical and reliable: A Cu-catalyzed selective nitration of para- and ortho-substituted aniline derivatives by using one equivalent of HNO3 has been developed that produces water as the only stoichiometric byproduct (see scheme; PG=protecting group). This method is compatible with strongly electron-deficient substrates, enabling dinitration (by using 2.0 equiv of HNO3). This method allows for a rapid access to relevant nitrogen-containing heterocyclic architectures.