13685-00-2

Usage

Uses

Used in Pharmaceutical Industry:
(2-bromo-1-methoxyethyl)benzene is used as a building block for the synthesis of various pharmaceuticals. Its chemical structure allows for the creation of a wide range of medicinal compounds, contributing to the development of new drugs and therapies.
Used in Agrochemical Industry:
In the agrochemical sector, (2-bromo-1-methoxyethyl)benzene is employed as a starting material for the production of various agrochemicals. Its versatility in chemical reactions enables the synthesis of compounds that can be used in crop protection and other agricultural applications.
Used in Chemical Reactions:
(2-bromo-1-methoxyethyl)benzene is used as a solvent and intermediate in a variety of chemical reactions. Its presence in these processes facilitates the synthesis of complex organic compounds, making it an essential component in the chemical industry.
Used in Organic Compound Synthesis:
(2-bromo-1-methoxyethyl)benzene is used as a key component in the synthesis of other organic compounds. Its unique structure allows for the creation of a diverse array of molecules, which can be utilized in various industries and applications.

InChI:InChI=1/C9H11BrO/c1-11-9(7-10)8-5-3-2-4-6-8/h2-6,9H,7H2,1H3

Upstream product

• 100-42-5 styrene 
• 89033-12-5 2-bromo-1-chloro-1-methoxy-ethane 
• 37011-27-1 C₁₃H₁₇O₅Tl 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 28078-73-1 methyl hypobromite 

Downstream Products

• 5632-07-5 1-(2-methoxy-2-phenyl-ethyl)-piperidine 
• 4747-13-1 α-methoxystyrene 
• 3490-79-7 2-methoxy-2-phenylethan-1-amine 
• 109098-77-3 2-bromo-1-methoxy-1-(4-nitro-phenyl)-ethane 
• 74051-16-4 (β-methoxy-phenethyl)-dipropyl-amine 
• 116487-02-6 (+)-Neomenthyl 2-phenyl-2-methoxyethyl sulfide 
• 15982-59-9 2-methyl-1,4-diphenylbutane-1,4-dione 
• 93-55-0 1-phenyl-propan-1-one 
• 495-71-6 phenacylacetophenone 

Relevant academic research and scientific papers

Tribromoisocyanuric acid: A new reagent for regioselective cobromination of alkenes

A simple one-step method for the preparation of tribromoisocyanuric acid in good yield (87%) has been developed. The reaction of tribromoisocyanuric acid with alkenes in presence of nucleophilic solvents (MeOH, i-PrOH, AcOH and a mixture of H2O-acetone, 1:5) led to the corresponding β-bromoethers, β-bromoacetates and bromohydrins, in high regioselectivity and good yields (73-98%). Georg Thieme Verlag Stuttgart.

Alkene, Bromide, and ROH – How To Achieve Selectivity? Electrochemical Synthesis of Bromohydrins and Their Ethers

Bromohydrins and their ethers were electrochemically synthesized via hydroxy- and alkoxybromination of alkenes using potassium bromide and water or alcohols. High selectivity of bromohydrins formation was achieved only with the use of DMSO as the solvent and an acid as the additive. The proposed combination of starting reagents, additives, and solvents allowed to form bromohydrins or their ethers selectively despite the variety of side-products (epoxides, dibromides, diols). Bromohydrins were obtained in high yields, up to 96%, with a broad substrate scope in an undivided electrochemical cell equipped with glassy carbon and platinum electrodes at high current density. (Figure presented.).

Electrochemical bromofunctionalization of alkenes in a flow reactor

The bromination of organic molecules has been extensively studied to date, yet there is still a demand for safe and sustainable methodologies. Hazardous reagents, selectivity, low atom economy and waste production are the most persisting problems of brominating reagents. The electrochemical oxidation of bromide to bromine is a viable strategy to reduce waste by avoiding chemical oxidants. Furthermore, thein situgeneration of reactive intermediates minimizes the risk of hazardous reagents. In this work, we investigate the electrochemical generation of bromine from hydrobromic acid in a flow electrochemical reactor. Various alkenes could be converted to their corresponding dibromides, bromohydrines, bromohydrin ethers and cyclized products in good to excellent yields.

Electrochemical Alkoxyhalogenation of Alkenes with Organohalides as the Halide Sources via Dehalogenation

A general, ideal atom utilization electrochemical technology to enable alkene alkoxyhalogenation and organohalide dehalogenation in one pot is presented. This technology is highlighted by convergent strategy integrating several reactions, such as alkene alkoxyhalogenation, organohalide dehalogenation, and dehalogenation deuteration. Experimental data suggest that alkenes have the lowest oxidation potential, which lead to anodic conversion of the C═C bond to the radical cation intermediates, and cathodic transformations of organohalides, including alkyl and aryl halides, as the nucleophilic halogen sources.

Diastereoselective Synthesis of Cyclic sp 3 -Enriched cis -β-Alkoxysulfonyl Chlorides

A three-step synthesis of β-alkoxy-substituted alicyclic sulfonyl chlorides from cyclic alkenes and alcohols is reported. The scope of the method was studied for a range of the substrates with various steric and electronic properties. The title compounds were obtained on a hundred-gram scale in up to 52% overall yield scale as single cis -diastereomers.

Synthesizing method of beta-bromo ether compound

The invention discloses a synthesizing method of a beta-bromo ether compound. The method specifically comprises the following steps: mixing a styrene compound which is as shown in formula I and is taken as a raw material, bromate intercalated zn-al hydrotalcite ZnAl-BrO3-LDHs and an alkali metal bromide compound; dissolving in an organic solvent; reacting for 1-4h at the temperature of 15-60 DEG C under the action of organic acid; obtaining a reaction solution after the reaction is finished; and separating and purifying to obtain the beta-bromo ether compound as shown in formula II. The method has the advantages of being high in bromine source stability, simple, easy to obtain, mild in reaction conditions, environmentally friendly, simple to operate and the like.

BNBTS More than brominating agent: Green and one-pot route for the C-N bond formation in water from alkenes

In this paper, in addition to introducing efficient method for bromohydrin and bromoether preparation, simple, green and efficient method to C-N bond formation from alkene and N,N'-Dibromo-N,N'-1,2-ethanediyl- bis(ptoluenesulfonamide) [BNBTS] in water was investigated. The reaction between alkenes, β-cyclodexterin, and BNBTS took place in water afterward, by making media basic; it will give the corresponding valuable building blocks in good yields (45-79%).

Alkoxybromination of olefins using ammonium bromide and oxone

A mild, efficient, and highly regio- and stereoselective method for the methoxy and ethoxy bromination of olefins has been developed using NH 4Br as a bromine source and Oxone as an oxidant. Various kinds of olefins (aromatic, linear, and cyclic olefins) afforded the corresponding alkoxy brominated products in moderate to excellent yields. Taylor & Francis Group, LLC.

A regioselective and stereoselective methoxy bromination of olefins using diacetoxyiodobenzene and phenyltrimethyl ammoniumtribromide

A facile regio and stereoselective methoxy-bromination of alkenes using phenyltrimethyl ammoniumtribromide (PTAB) and (diacetoxyiodo) benzene (DIB) as oxidant has been carried out in the present investigation. The IR, NMR and LCMS of all the synthesized compounds have been used to characterize them.

Comparative study of the vicinal functionalization of olefins with 2:1 bromide/bromate and iodide/iodate reagents

A comparative evaluation was made on the syntheses of vicinal halohydrins, halo methyl ethers, and halo acetates from olefins using 2:1 Br-/BrO3- and I-/IO3- reagents. In many cases both reagents afforded products selectively in high yields. The highest halogen atom efficiencies attained were 97% and 93% for Br-/BrO3- and I-/IO3-, respectively. Of the two reagents, I-/IO3- was established to be the preferred reagent for vicinal functionalization of linear alkenes and also for halo acetate preparation. However, only Br-/BrO3- was effective for vicinal functionalization of trans-stilbene and chalcones.