10385-36-1

Basic information

• Product Name: 2 3 4-(TRIMETHOXY)BROMOBENZENE 99
• Synonyms: 2 3 4-(TRIMETHOXY)BROMOBENZENE 99;1-Bromo-2,3,4-trimethoxybenzene
• CAS NO: 10385-36-1
• Molecular Formula: C₉H₁₁BrO₃
• Molecular Weight: 247.087
• Product Categories: Ethers;Organic Building Blocks;Oxygen Compounds
• Mol File: 10385-36-1.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 105-110 °C2 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.291 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0163mmHg at 25°C
• Refractive Index: n20/D 1.549(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2 3 4-(TRIMETHOXY)BROMOBENZENE 99(CAS DataBase Reference)
• NIST Chemistry Reference: 2 3 4-(TRIMETHOXY)BROMOBENZENE 99(10385-36-1)
• EPA Substance Registry System: 2 3 4-(TRIMETHOXY)BROMOBENZENE 99(10385-36-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 10385-36-1(Hazardous Substances Data)

Usage

General Description

2,3,4-(Trimethoxy)bromobenzene can be prepared from 1,2,3-(trimethoxy)benzene via bromination.

InChI:InChI=1/C9H11BrO3/c1-11-7-5-4-6(10)8(12-2)9(7)13-3/h4-5H,1-3H3

Upstream product

• 447-53-0 1,2-Dihydronaphthalene 
• 634-36-6 1,2,3-trimethoxybenzene 
• 95279-92-8 (E)-1-(2-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 
• 5396-64-5 methyl (E)-3-(3,4-dimethoxyphenyl)acrylate 
• 3901-07-3 3-(4-methoxy-phenyl)acrylic acid methyl ester 
• 109-04-6 2-bromo-pyridine 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 7789-69-7 phosphorus pentabromide 

Downstream Products

• 138836-76-7 4-(Ethylenedioxy)-1-(2',3',4'-trimethoxyphenyl)cyclohexanol 
• 13082-16-1 1,2,3-Trimethoxy-N-methylacridon 
• 109236-83-1 2-(3,4,5-Trimethoxy-phenyl)-pentanenitrile 
• 108103-52-2 Octyl-(3,4,5-trimethoxy-phenyl)-amine 
• 109236-82-0 2-(3,4,5-Trimethoxy-phenyl)-butyronitrile 
• 108103-60-2 Diisobutyl-(3,4,5-trimethoxy-phenyl)-amine 
• 108103-54-4 Butyl-methyl-(3,4,5-trimethoxy-phenyl)-amine 
• 108103-61-3 1-piperidine-3,4,5-trimethoxybenzene 
• 33257-15-7 1,2,3-trimethoxy-4-methylbenzene 
• 53104-20-4 t-Butyl-2.3.4-trimethoxyphenylhydroxylamin 
• 21450-56-6 1,2,3,4-tetramethoxybenzene 
• 108103-63-5 Dicyclohexyl-(3,4,5-trimethoxy-phenyl)-amine 
• 100252-56-0 N-isopropyl-3,4,5-trimethoxyaniline 

Relevant articles and documents

Aerobic oxidative bromination of arenes using an ionic liquid as both the catalyst and the solvent

A method for the bromination of alkoxy-substituted benzenes and naphthalenes was developed by using the residual oxygen in the reaction tube as the oxidant, and [Bmim]NO3 (1-butyl-3-methylimidazolium nitrate) ionic liquid as both the catalyst and the solvent. No other reagent apart from the ionic liquid and molecular bromine was used in the reactions, and basically all the bromine atoms in the bromine source were transferred to the bromination products, showing that the presented protocol is highly atom economic and practical.

A convenient and selective method for the para-bromination of aromatic compounds with potassium bromide in the presence of poly(4-vinylpyridine)- supported peroxodisulfate in nonaqueous solution

A convenient and selective procedure for the para-bromination of aromatic compounds has been developed using potassium bromide in the presence of poly(4-vinylpyridine)-supported peroxodisulfate in nonaqueous solution.

Open versus Closed Polyaromatic Nanocavity: Enhanced Host Abilities toward Large Dyes and Pigments

Host functions of polyaromatic nanocavities were revealed by using an M2L4 molecular cage and capsule. On the basis of the previously reported M2L4 capsule with a closed polyaromatic cavity, a new M2L

Simple and improved regioselective brominations of aromatic compounds using N-benzyl-N,N-dimethylanilinium peroxodisulfate in the presence of potassium bromide under mild reactions conditions

A simple, efficient, and mild method for the selective bromination of some activated aromatic compounds using N-benzyl-N,N-dimethylanilinium peroxodisulfate in the presence of potassium bromide in non-aqueous solution is reported. The results obtained revealed good to excellent selectivity between the ortho and para positions of phenols and methoxyarenes.

Nuclear monobromination of alkyl phenyl ethers with NaClO2, NaBr, Mn(acac)3, and moist silica gel in aprotic solvent

Nuclear monobromination of aromatic ethers can be achieved with a NaClO2/NaBr/Mn(acac)3 catalyst/silica gel system in dichloromethane in regioselective and high-yielding manner under mild conditions.

Bromination of aromatic compounds with potassium bromide in the presence of poly(4-vinylpyridine)-supported bromate in nonaqueous solution

A simple, efficient, and mild method for selective bromination of activated aromatic compounds using potassium bromide in the presence of poly(4-vinylpyridine)-supported bromate in nonaqueous solution is reported. The results obtained revealed excellent to good selectiveity between ortho and para positions of methoxyarenes, anilines, and phenols. Copyright Taylor & Francis, Inc.

Bromination of phenyl ether and other aromatics with bromoisobutyrate and dimethyl sulfoxide

Bromoisobutyrate has been used for the first time as a general brominating source for the direct bromination of a diverse of simple phenyl ethers. Aromatic ethers bearing various substituents could be compatible in this reaction system delivering brominated arenes in moderate to good yields. The reaction system can also be expanded to bromination of phenols and unactivated arene. This process can be regarded as an alternative for the well-established bromination systems for bromoarene synthesis.

Photocatalytic Selective Bromination of Electron-Rich Aromatic Compounds Using Microporous Organic Polymers with Visible Light

Pure organic, heterogeneous, metal-free, and visible light-active photocatalysts offer a more sustainable and environmentally friendly alternative to traditional metal-based catalysts. Here we report a series of microporous organic polymers containing photoactive conjugated organic semiconductor units as heterogeneous photocatalysts for a visible-light-promoted, highly selective bromination reaction of electron-rich aromatic compounds using HBr as a bromine source and molecular oxygen as a clean oxidant. Via a simple Friedel-Crafts alkylation reaction, the microporous organic polymers were obtained by cross-linking of organic semiconductor compounds with defined valence and conduction band positions. The utilization of the simply prepared porous polymer-based photocatalytic systems opens new opportunities toward a sustainable and efficient material design for catalysis.