22002-45-5

Basic information

• Product Name: 3-BROMO-4-METHOXYTOLUENE
• Synonyms: 3-BROMO-4-METHOXYTOLUENE;2-BROMO-4-METHYLANISOLE;2-bromo-1-methoxy-4-methyl-benzen;Benzene, 2-bromo-1-methoxy-4-methyl-;3-Bromo-4-methoxytoluene 98%;1-Methoxy-2-bromo-4-methylbenzene;2-Bromo-4-methyl-1-methoxybenzene;Methyl(2-bromo-4-methylphenyl) ether
• CAS NO: 22002-45-5
• Molecular Formula: C₈H₉BrO
• Molecular Weight: 201.06
• EINECS: 244-705-3
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Anisole;Anisoles, Alkyloxy Compounds & Phenylacetates;Bromine Compounds
• Mol File: 22002-45-5.mol
• Article Data: 60

Chemical Properties

• Melting Point: 15.5 °C(lit.)
• Boiling Point: 124-125 °C20 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colourless to light yellow liquid
• Density: 1.392 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.114mmHg at 25°C
• Refractive Index: n20/D 1.565(lit.)
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 3-BROMO-4-METHOXYTOLUENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-4-METHOXYTOLUENE(22002-45-5)
• EPA Substance Registry System: 3-BROMO-4-METHOXYTOLUENE(22002-45-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 22002-45-5(Hazardous Substances Data)

Usage

Chemical Properties

Clear colourless to light yellow liquid

Uses

2-Bromo-4-methylanisole may be used in the synthesis of:1,6-bis(2-hydroxy-5-methylphenyl)pyridine (H2mdppy)1,8-dimethoxy-4-methylanthra-quinoneethyl 2-(2-methoxy-5-methylphenyl)-2-methyl-4-oxocyclopentanecarboxylateIt may be used as starting material in the multi-step synthesis of sesquiterpene (±)-herbertenolide.

Synthesis Reference(s)

Synthetic Communications, 23, p. 779, 1993 DOI: 10.1080/00397919308009839

General Description

2-Bromo-4-methylanisole can be prepared via bromination of 4-methylanisole using poly(4-vinylpyridinium bromochromate).

InChI:InChI=1/C8H9BrO/c1-6-3-4-8(10-2)7(9)5-6/h3-5H,1-2H3

Upstream product

• 128-08-5 N-Bromosuccinimide 
• 104-93-8 p-methylanizole 
• 64-19-7 acetic acid 
• 6627-55-0 2-bromo-p-cresol 
• 77-78-1 dimethyl sulfate 
• 120-71-8 Cresidine 
• 136538-22-2 3-Bromo-4,4-dimethoxy-1-methyl-2,5-cyclohexadien-1-ol 
• 74-88-4 methyl iodide 
• 67-66-3 chloroform 
• 7726-95-6 bromine 
• 7758-99-8 copper(II) sulfate 
• 583-68-6 2-bromo-p-toluidine 
• 106-44-5 p-cresol 

Downstream Products

• 160204-91-1 4-methoxy-3-p-tolyloxy-toluene 
• 56140-35-3 4-Methyl-N,N-dimethylamino-phenyl-methyl-aether 
• 99-58-1 3-bromo-4-methoxybenzoic acid 
• 50868-72-9 5-methoxy-o-toluidine 
• 854634-30-3 (2-methoxy-5-methyl-phenyl)-(2-methoxy-phenyl)-ether 
• 135896-46-7 2-methoxy-5-methylphenoxybenzene 
• 73256-91-4 5-hydroxy-5-(2'-methoxy-5'-methylphenyl)-6-methylhept-1-ene 
• 33059-65-3 1-(2-Methoxy-5-methylphenyl)-camphen 
• 73256-88-9 sesquichamaenol methyl ether 
• 108103-79-3 1-(5-Methoxy-2-methyl-phenyl)-piperidine 
• 108103-80-6 4-(5-Methoxy-2-methyl-phenyl)-morpholine 
• 108103-62-4 4-(3,4,5-Trimethoxy-phenyl)-morpholine 
• 144061-76-7 2-(3-thiophenemethyl)-6-methoxy-3-methylbenzonitrile 
• 144061-51-8 2-(3-pyridylmethyl)-6-methoxy-3-methylbenzonitrile 

Relevant articles and documents

MECHANISM OF ISOMERISATION OF ortho OR para BROMO PHENOLS IN SUPERACIDS

In superacids ortho or para bromo phenols are isomerised into the meta bromo isomers.In SbF5-HF, the process is intramolecular and proceeds by a 1,2-Br shift.In CF3SO3H, the mechanism involves loss of bromine, followed by meta bromination.

Visible light-induced mono-bromination of arenes with BrCCl3

A highly efficient and regioselective bromination of electron-rich arenes and heteroarenes using commercially available BrCCl3as a “Br” source has been developed. The reaction was performed in air under mild conditions with photocatalyst Ru(bpy)3Cl2·6H2O, avoiding the usage of strong acids and strong oxidants. Mono-brominated products were obtained with medium to excellent yields (up to 94%). This strategy has shown good compatibility and highpara-selectivity, which will facilitate the complicated synthesis.

Bridged nitrogen-containing heterocyclic metallocene compound as well as preparation method and application thereof

The invention provides a bridged nitrogen-containing heterocyclic metallocene compound, which has the structure shown in the formula (I). In-flight R1 A substituted or unsubstituted C1 - C30 alkyl group, a substituted or unsubstituted C3 - C30 cycloalkyl group, a substituted or unsubstituted C6 - C30 aromatic group, a substituted or unsubstituted C6 - C30 aromatic heterocyclic group. R2 AND R3 A C1 - C10 alkyl group or a phenyl group is each independently selected. R4 A substituted or unsubstituted C1 - C10 alkyl, substituted or unsubstituted C6 - C20 aromatic group. X Is a halogen, a substituted or unsubstituted alkyl group. M Is 4th-valent transition metal titanium. Zircon or hafnium. Compared with the prior art, the metallocene compound provided by the invention is convenient to modify, high in catalytic activity and good in temperature resistance, can maintain high catalytic activity under high-temperature conditions, can catalyze copolymerization of ethylene and α - olefin, and can obtain a polymer product with high molecular weight and high comonomer insertion rate.

Atom-economical brominations with tribromide complexes in the presence of oxidants

Bromination is an important transformation in organic synthesis, and novel efficient bromination techniques are still required. Herein, we demonstrate atom-economical brominations using (DMI)2HBr3, a novel tribromide complex, with oxidants such as DMSO and Oxone. Using this system, olefinic and aromatic brominations, as well as selective α-monobrominations of ketones proceeded well to afford the desired bromides in good yields. Importantly, in these reactions all of the bromine atoms in this complex are used to brominate.