19484-05-0

Basic information

• Product Name: 1-((4-methoxy)phenyl)-1,2-dibromoethane
• Synonyms: 1-((4-methoxy)phenyl)-1,2-dibromoethane
• CAS NO: 19484-05-0
• Molecular Weight: 293.986
• Mol File: 19484-05-0.mol

Chemical Properties

• CAS DataBase Reference: 1-((4-methoxy)phenyl)-1,2-dibromoethane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-((4-methoxy)phenyl)-1,2-dibromoethane(19484-05-0)
• EPA Substance Registry System: 1-((4-methoxy)phenyl)-1,2-dibromoethane(19484-05-0)

Safety Data

• Hazardous Substances Data: 19484-05-0(Hazardous Substances Data)

Upstream product

• 637-69-4 4-Methoxystyrene 
• 41824-88-8 1,2-dibromoethyl methyl ether 
• 64-19-7 acetic acid 
• 100-66-3 methoxybenzene 
• 2983-26-8 1,2-dibromoethyl ethyl ether 
• 41683-60-7 (1,2-dibromo-ethyl)-propyl ether 
• 1515-95-3 p-ethylanisole 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 

Downstream Products

• 83739-61-1 1-(2-bromo-1-methoxyethyl)-4-methoxybenzene 
• 51779-44-3 1-(4-methoxyphenyl)spiro<2,4>hepta-4,6-diene 
• 72912-33-5 2-bromo-1-(tert-butoxy)-1-(4-methoxyphenyl)ethane 
• 10035-10-6 hydrogen bromide 
• 67287-53-0 6-chloro-7,8-dimethoxy-1-(4-methoxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine 
• 71636-38-9 N-[2-hydroxy-2-(4'-methoxyphenyl)ethyl]-2-(2-chloro-3,4-dimethoxyphenyl)ethylamine 
• 78495-91-7 6-methyl-7,8-dihydroxy-1-(4-hydroxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine 
• 72912-25-5 6-Fluoro-7,8-dimethoxy-1-(4-methoxy-phenyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine 
• 95413-95-9 N-<2-hydroxy-2-(4-methoxyphenyl)>-2-(3,4-dimethoxy-2-fluorophenyl)ethylamine 
• 100166-60-7 6-Chloro-7,8-dimethoxy-1-(4-methoxy-phenyl)-1,2,4,5-tetrahydro-benzo[d]azepine-3-carbaldehyde 
• 87863-72-7 6-chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-3-methyl-1H-3-benzazepine-7,8-diol 
• 67287-54-1 Fenoldopam hydrobromide 
• 78495-86-0 2-[2-(3,4-Dimethoxy-2-methyl-phenyl)-ethylamino]-1-(4-methoxy-phenyl)-ethanol 
• 77200-88-5 7,8-Dimethoxy-1-(4-methoxy-phenyl)-6-methyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine 

Relevant articles and documents

Dihalogenation of Alkenes Using Combinations of N-Halosuccinimides and Alkali Metal Halides

A simple, efficient and eco-friendly method for the vicinal dihalogenation of alkenes is described. The reaction is performed with a combination of a N-halosuccinimide and an alkali metal halide using environmentally benign solvents such as acetic acid an

Electrochemical Synthesis of O-Phthalimide Oximes from α-Azido Styrenes via Radical Sequence: Generation, Addition and Recombination of Imide-N-Oxyl and Iminyl Radicals with C?O/N?O Bonds Formation

Electrochemically induced radical-initiated reaction of vinyl azides with N-hydroxyphthalimide resulting O-phthalimide oximes with challenging for organic chemistry N?O-N fragment has been discovered. The developed approach introduces in synthesis electrochemically generated O-centered imide-N-oxyl radicals as the coupling components. Sequential formation of C?O and N?O bonds was achieved via generation and selective addition of imide-N-oxyl radicals, followed by recombination with iminyl radicals. A wide range of O-phthalimide oximes was obtained with the yields up to 84percent. (Figure presented.).

Asymmetric Nazarov Cyclizations of Unactivated Dienones by Hydrogen-Bond-Donor/Lewis Acid Co–Catalyzed, Enantioselective Proton-Transfer

We report an enantioselective Nazarov cyclization catalyzed by chiral hydrogen-bond-donors in concert with silyl Lewis acids. The developed transformation provides access to tri-substituted cyclopentenones in high levels of enantioselectivity (up to 95% e.e.) from a variety of simple unactivated dienones. Kinetic and mechanistic studies are consistent with a reversible 4π-electrocyclization C?C bond-forming step followed by rate- and enantio-determining proton-transfer as the mode of catalysis. (Figure presented.).

Preparation method of 1-aryl-1,2-dibromoethane

The invention relates to a preparation method of 1-aryl-1,2-dibromoethane. The preparation method of 1-aryl-1,2-dibromoethane includes the steps: under a nitrogen atmosphere, a solvent, an aryl alkaneand N-bromosuccinimide are added in to a reaction tube in sequence, a dibromination reaction is conducted at 80-120 DEG C for 12-48 hours, then, the dibromination reaction is finished, the solvent isremoved through evaporation, and through column chromatography separation, 1-aryl-1,2-dibromoethane compounds are obtained. According to the preparation method of 1-aryl-1,2-dibromoethane, a synthesis technology is simple, reaction conditions are mild, the yield of 1-aryl-1,2-dibromoethane is high, and thus the preparation method of 1-aryl-1,2-dibromoethane is easy to industrialize.

A bimetallic palladium(II) catalyzed synthesis of 1,2-dibromo compounds

A bimetallic palladium(II) catalyst containing a triketone ligand and a bridging dinitrogen ligand oxidizes aromatic and cyclic aliphatic olefins in bromide-containing aqueous-THF to 1,2-dibromo compounds and bromohydrins. With aromatic olefins, the 1,2-dibromo products were obtained in a 70-80% yield and the bromohydrins in a 10-15% yield; this observation is opposition to that obtained in chloride containing medium where the chlorohydrin product predominates. The oxidation of 2,3-dihydrofuran gave trans-2,3- dibromotetrahydrofuran, 3-oxotetrahydrofuran, and 3-bromo-2- hydroxytetrahydrofuran in relative yields of 75%, 15%, and 10%, respectively. On the other hand, the oxidation of cyclopentene and cyclohexene affords only trans-1,2-dibromo products in about 90% yield. The stereochemistry is consistent with an anti-at-tack of bromide followed by decomposition involving attack of bromide from the coordination sphere of the Pd(II). The procedure outlined here is a convenient method for the one step synthesis of 1,2-dibromides.

Bromination of carbon-carbon double bonds involving oxidation of NaBr in an ionic liquid

Bromination of alkenes has been conducted in a room temperature ionic liquid {[bmim]+ CCl3COO- (1-butyl-3- methylimidazolium trichloroacetate)} involving the oxidation of NaBr by hydrogen peroxide with no catalyst. Comparatively fast reactions, good yields and the atom economic nature make this environmentally benign reaction an appealing procedure for alkene and alkyne bromination.

A Simple and Convenient Method for Epoxidation of Olefins without Metal Catalysts

An easy method for epoxidation of olefins using bleach (sodium hypochlorite) and either a stoichiometric or catalytic amount of bromide ion has been developed. Without any transition metal catalyst a variety of non-activated olefins give epoxides in high yields and good selectivity at ambient conditions.

NaIO4-Mediated Selective Oxidative Halogenation of Alkenes and Aromatics Using Alkali Metal Halides

(Equation presented) NaIO4 oxidizes alkali metal halides efficiently in aqueous medium to halogenate alkenes and aromatics and produce the corresponding halo derivatives in excellent regio and stereoselectivity. The system also demonstrates the asymmetric version of bromo hydroxylation using β-cyclodextrin complexes, resulting in moderate ee.

Synthesis of brominated compounds. A convenient molybdenum-catalyzed procedure inspired by the mode of action of haloperoxidases

A two-phase (CHCl3/H2O) procedure for the synthesis of halogenated compounds has recently been developed. Such procedure mimics the mode of action of the enzymes haloperoxidases which contain vanadium in their active center. We have investigated the possibility to substitute vanadium with molybdenum. The molybdenum-based reactions show some advantages over the vanadium-based ones. In fact reaction times are shorter and overall yields are larger, under similar experimental conditions, both in the reaction with double bonds as well as with aromatic rings. Moreover, with double bonds, the molybdenum catalyzed process preferentially yields bromohydrins which are valuable synthetic intermediates. On the other hand, the molybdenum-catalyzed reactions show peculiar mechanistic features which deserve further investigation.