27060-75-9

Usage

Chemical Properties

colorless to light yellow liquid

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

Upstream product

• 5456-94-0 2,4-dibromo-5-methylanisole 
• 14472-14-1 4-bromo-3-methylphenol 
• 77-78-1 dimethyl sulfate 
• 102-50-1 2-methyl-4-methoxyaniline 
• 100-84-5 1-methoxy-3-methyl-benzene 
• 85598-25-0 2-Methyl-3-bromo-6-methoxyaniline Hydrochloride 
• 60-29-7 diethyl ether 
• 59554-30-2 5-methoxy-toluene-2-sulfonic acid 
• 7732-18-5 water 
• 7726-95-6 bromine 
• 5367-32-8 5-methoxy-2-nitrotoluene 
• 74-88-4 methyl iodide 
• 121-43-7 Trimethyl borate 
• 76006-33-2 3-bromo-2-methylbenzoic acid 

Downstream Products

• 30888-95-0 2-(4-methoxy-2-methylphenyl)ethanol 
• 119405-29-7 1-(4-methoxyphenyl)-1-(4-methoxy-2-methylphenyl)-2-phenyl-(Z)-but-1-ene 
• 119405-25-3 1-(4-methoxyphenyl)-1-(4-methoxy-2-methylphenyl)-2-phenyl-(E)-but-1-ene 
• 146137-37-3 (3(3R),4S)-4-phenyl-3-<3-(4'-methoxy-2'-methylphenyl)butanoyl>-2-oxazolidinone 
• 148706-35-8 (S)-3-[(2S,3S)-2-Bromo-3-(4-methoxy-2-methyl-phenyl)-butyryl]-4-phenyl-oxazolidin-2-one 
• 77896-05-0 2,4'-dimethoxy-2'-methyldiphenyl ether 
• 52289-54-0 4-methoxysalicylaldehyde 
• 63121-53-9 p-Methoxy-o-tolyldi-tert.-butylcarbinol 
• 14472-14-1 4-bromo-3-methylphenol 
• 10126-37-1 (2-bromo-5-methoxyphenyl)-N,N-dimethylmethanamine 
• 60147-59-3 4-methoxy-2-methyl-phenyllithium 
• 35932-65-1 1-(5-Bromo-2-methoxy-4-methyl-phenyl)-cyclohexanol 
• 20940-79-8 1-(2-Methoxy-4-methyl-5-bromphenyl)-cyclopenten 
• 174810-40-3 (E)-3-(4-methoxy-2-methylphenyl)acrylic acid tert-butyl ester 

Relevant academic research and scientific papers

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.

Method for synthesizing 4 -bromo -3 - methylanisole

The invention belongs to the technical field of chemical production, and discloses a synthesis method of 4-bromo-3-methyl anisole. The synthesis method mainly comprises following steps: (1) preparinga halogenated alkane solution of bromine; (2) dropwise a

Environmentally benign indole-catalyzed position-selective halogenation of thioarenes and other aromatics

Halogenated aromatic compounds are the cores of many pharmaceutical, agricultural and chemical products but they are commonly prepared using electrophilic halogenation reactions in non-green chlorinated solvents under harsh conditions. A separate problem happens in the aromatic halogenation of thioarenes because they readily undergo oxidative side-reactions. Herein we report an environmentally benign electrophilic bromination of aromatics using an indole-catalytic protocol, which is suitable for a wide range of substrates including thioarenes.

Regioselective Halogenation of Arenes and Heterocycles in Hexafluoroisopropanol

Regioselective halogenation of arenes and heterocycles with N-halosuccinimides in fluorinated alcohols is disclosed. Under mild condition reactions, a wide diversity of halogenated arenes are obtained in good yields with high regioselectivity. Additionally, the versatility of the method is demonstrated by the development of one-pot sequential halogenation and halogenation-Suzuki cross-coupling reactions.

Micro reaction system and method for synthesizing 4-bromo-3-methylanisole through two-phase method

The invention discloses a micro reaction system and method for synthesizing 4-bromo-3-methylanisole through a two-phase method, and belongs to the technical field of chemical engineering. The micro reaction system comprises a micro mixer, a micro packed b

Dehydroxymethyl Bromination of Alkoxybenzyl Alcohols by Using a Hypervalent Iodine Reagent and Lithium Bromide

We describe the dehydroxymethylbromination of alkoxybenzyl alcohol by using a hypervalent iodine reagent and lithium bromide in F 3 CCH 2 OH at room temperature. Selective monobromination or dibromination was possible by adjusting the molar ratios of hypervalent iodine reagent and lithium bromide.

Transition-metal-free decarboxylative bromination of aromatic carboxylic acids

Methods for the conversion of aliphatic acids to alkyl halides have progressed significantly over the past century, however, the analogous decarboxylative bromination of aromatic acids has remained a longstanding challenge. The development of efficient methods for the synthesis of aryl bromides is of great importance as they are versatile reagents in synthesis and are present in many functional molecules. Herein we report a transition metal-free decarboxylative bromination of aromatic acids. The reaction is applicable to many electron-rich aromatic and heteroaromatic acids which have previously proved poor substrates for Hunsdiecker-type reactions. In addition, our preliminary mechanistic study suggests that radical intermediates are not involved in this reaction, which is in contrast to classical Hunsdiecker-type reactivity. Overall, the process demonstrates a useful method for producing valuable reagents from inexpensive and abundant starting materials.

Zwitterionic-Salt-Catalyzed Site-Selective Monobromination of Arenes

A zwitterionic-salt-catalyzed electrophilic monobromination of arenes with high regioselectivity has been developed. Under mild reaction conditions, a wide range of monobrominated aromatic compounds can be obtained in excellent yields. The reaction can be operated using an extremely low catalyst loading (0.05 mol %) with the inexpensive brominating agent N-bromosuccinimide. The versatility of this catalytic protocol has been demonstrated by the scale-up reaction with a 0.01 mol % catalyst loading to provide the selectively halogenated compound in quantitative yield.

Preparation method of 5-halo-2-alkyloxy-4-toluene sulfochloride

The invention relates to the technical field of chemical material intermediate synthesis, in particular to a preparation method of 5-halo-2-alkyloxy-4-toluene sulfochloride. The 5-halo-2-alkyloxy-4-toluene sulfochloride is formed by taking cheap and avail

Selective Halogenation Using an Aniline Catalyst

Electrophilic halogenation is used to produce a wide variety of halogenated compounds. Previously reported methods have been developed mainly using a reagent-based approach. Unfortunately, a suitable "catalytic" process for halogen transfer reactions has yet to be achieved. In this study, arylamines have been found to generate an N-halo arylamine intermediate, which acts as a highly reactive but selective catalytic electrophilic halogen source. A wide variety of heteroaromatic and aromatic compounds are halogenated using commercially available N-halosuccinimides, for example, NCS, NBS, and NIS, with good to excellent yields and with very high selectivity. In the case of unactivated double bonds, allylic chlorides are obtained under chlorination conditions, whereas bromocyclization occurs for polyolefin. The reactivity of the catalyst can be tuned by varying the electronic properties of the arene moiety of catalyst.