6482-24-2

Usage

Uses

Used in Chemical Synthesis:
1-Bromo-2-methoxyethane is used as a starting reagent for the synthesis of 1-bromo-4-(2-methoxyethoxy)benzene and 1-bromo-4-[(2-methoxyethoxy)methyl]benzene, which are important intermediates in the production of pharmaceuticals, agrochemicals, and other specialty chemicals.
Additionally, the kinetics of the potassium iodide exchange reaction with 2-bromoethyl methyl ether in acetone at 15 and 25°C has been investigated, providing valuable insights into the reactivity and potential applications of 1-Bromo-2-methoxyethane in chemical processes.

InChI:InChI=1/C3H7BrO/c1-5-3-2-4/h2-3H2,1H3

Upstream product

• 109-86-4 2-methoxy-ethanol 
• 4296-15-5 2-iodo-1-methoxyethane 
• 77-78-1 dimethyl sulfate 
• 540-51-2 2-bromoethanol 
• 67-56-1 methanol 
• 74-85-1 ethene 
• 124-41-4 sodium methylate 
• 106-93-4 ethylene dibromide 
• 110-71-4 1,2-dimethoxyethane 
• 1273390-27-4 NbBr₄[OCH₂CH₂OMe] 
• 17178-10-8 2-methoxy-ethyl p-toluenesulfonyloxy ester 

Downstream Products

• 80407-66-5 4-(2-methoxyethoxy)benzonitrile 
• 108-86-1 bromobenzene 
• 3558-60-9 1-methoxy-2-phenylethane 
• 71-43-2 benzene 
• 42988-04-5 N-ethyl-N-(2-methoxyethyl)aniline 
• 27890-92-2 4-(2-methoxy-ethoxy)-benzoic acid 
• 20721-76-0 β-Methoxyethyl-methyl-malonsaeurediethylester 
• 107-25-5 methoxyethene 
• 110969-99-8 acetic acid-[4-(2-methoxy-ethoxy)-anilide] 
• 36790-23-5 N-(2-methoxy-ethyl)-N',N'-dimethyl-N-phenyl-ethylenediamine 
• 6335-02-0 ethyl methoxyethylmalonate 
• 22483-40-5 4-(2-methoxy-ethoxy)-1-nitrobenzene 
• 20591-89-3 β-Methoxyethyl-ethyl-malonsaeurediethylester 
• 98684-32-3 2-(2-methoxyethoxy)benzoic acid 

Relevant academic research and scientific papers

A facile process for the preparation of 2-bromoethyl methyl ether

A convenient and large-scale synthesis of 2-bromoethyl methyl ether is described.

ELECTROSPUN POLYMER NANOFIBERS WITH SURFACE ACTIVE QUATERNARY AMMONIUM SALT ANTIMICROBIALS

A fiber having a polymeric matrix and a quarternary ammonium salt. The quarternary ammonium salt contains at least one aliphatic group and no aromatic groups, is not covalently incorporated into the polymeric matrix, and is present on both the surface and in the interior of the fiber. The fiber may be made by electrospinning a solution of the polymer and the quarternary ammonium salt.

Synthesis of new optically active 2-pyrrolidinones

A new class of optically active 2-pyrrolidinones was synthesized, starting from S-pyroglutamic acid, a well known natural chiral synthon. The synthetic design followed led to the insertion of various substituents at positions 1 and 5 of the 2-pyrrolidinone ring, including the imidazole moiety. Some of them possess two or three stereogenic centers, the configuration of which was retained under the mild conditions used. The new compounds also carry an imidazole moiety, which, along with the 2-pyrrolidinone template, may prove pivotal to several biological processes.

Further insights into the chemistry of niobium and tantalum pentahalides with 1,2-dialkoxyalkanes: Synthesis of bromo- and iodoalkoxides, spectroscopic and computational studies

The room temperature reactions of a series of 1,2-dialkoxyalkanes ROCH 2CH(R′)OR′′ with MX5 (M = Nb, Ta; X = Br, I) in 1:1 ratio result in single C-O bond cleavage and high-yield formation of the halo-alkoxides MBr4[κ2-OCH 2CH(R′)OR′′] or [NbI4{κ 1-OCH2CH(R′)OR′′}]2, and equimolar amounts of the corresponding alkyl halides RX. The reaction of NbBr5 with 1,2-dimethoxyethane, dme, proceeds with preliminary formation of the ionic species [NbBr4(κ2-dme) (κ1-dme)][NbBr6], 3b, which has been identified by solution NMR at low temperature and conductivity analyses. The gas-phase structure of 3b has been optimized by DFT calculations, confirming that the dme ligands adopt bidentate and monodentate coordination, respectively. Although the formation of NbOBr3(dme), 4b, 1,4-dioxane and MeBr from NbBr 5/dme (ratio 1:2) is an exoergonic process (calculated ΔGr° = -115.96 kcal mol-1), it is inhibited at room temperature. High temperature conditions enhance the production of 1,4-dioxane at the expense of selectivity. The dinuclear species NbOBr3(dme)NbBr5 (Nb-O-Nb), 5b, (X-ray) has been isolated in modest yield as byproduct of the room temperature reaction of NbBr5 with dme. In general, the 1:2 molar reactions of NbX5 (X = Br, I) with ROCH2CH(R′) OR′′ occur with the exclusion of nearly one equivalent of organic reactant.

PROCESS FOR PRODUCING 2-ALKOXYETHYL BROMIDE

A process for 2-alkoxyethyl bromide production which comprises reacting a 2-alkoxyethanol with thionyl bromide in the presence of one or more compounds having an amide or urea bond in the molecule, the one or more compounds being used in an amount of at least 0.8 mole equivalents per mole of the 2-alkoxyethanol. By the process, a high-purity 2-alkoxyethyl bromide can be produced in a high yield while inhibiting the generation of impurities as by-products.

One-pot synthesis of aryl sulfones from alcohols

A one-pot synthesis of aryl sulfones from primary alcohols is described. Alcohols were treated with N-bromosuccinimide and triphenylphosphine, followed by addition of sodium arenesulfinate with a catalytic amount of tetrabutylammonium iodide to afford the aryl sulfones in good to high yields.

Indole derivatives as 5-HT1-like agonists

Compounds of formula (I) and pharmaceutically acceptable salts thereof, wherein R1 is a substituted alkylene; C3 -C7 cycloalkyl optionally substituted with HO; C3 -C6 alkenyl optionally substituted with aryl; C5 -C7 cycloalkenyl; or C3 -C6 alkynyl; R2 is H; halo; F3 C; NC; R8 R9 NOC; a substituted alkylene; R8 R9 NO2 S; R10 S(O)m ; R12 CON(R11); R10 SO2 N(R11); R8 R9 NOCN(R11); R10 O2 CN(R11); R13 (CH2)n CH=CH; or R7 O are selective 5-HT1 -like receptor agonists useful in the treatment of migraine, cluster headache, chronic paroxysmal hemicrania and headache associated with vascular disorders.

Hydrogen Bonds involving Polar CH Groups. Part 9. Optimum Structural Parameters, and Unequivocal Demonstration of such Intramolecular Interactions in 2-Substituted 1,3-Dithian 1,1,3,3-Tetraoxides

A series of 2-monosubstituted 1,3-dithian 1,1,3,3-tetraoxides have been prepared, having side chains with 2-6 carbon atoms, and bearing alkyl, aryl, methoxy, dialkylamino, and pyridyl terminal substituents, as models for intramolecular C-H...X hydrogen bonds.Methoxy- and amino-substituents, in compounds having two or three carbon atoms in the side chain, show significant intramolecular interaction with the disulphone methine hydrogen in dichloromethane, as evidenced by a downfield shift of the 1H n.m.r. signals; shifts of up to 2.0 p.p.m. have been observed.Intramolecular H-bonds are disrupted in acetone and in pyridine owing to competing intermolecular interactions with the solvents, and in trifluoroacetic acid owing to protonation of the donor atom.

KETTENVERLAENGERUNG DURCH CARBONYLINSERTION BEI DER REAKTION VON (TETRACARBONYL)-(OLEFIN)EISEN(O)-KOMPLEXEN MIT OXIDATIONSMITTELN

On oxidation of (tetracarbonyl)(olefin)iron(O)-complexes in alcoholic solvents esters carrying a substituent in the 3-position are formed by a carbonylinsertion reaction.