1-Bromo-2-(2-methoxyethoxy)ethane

1-Bromo-2-(2-methoxyethoxy)ethane Basic information
Product Name:1-Bromo-2-(2-methoxyethoxy)ethane
Synonyms:1-BROMO-2-(2-METHOXYETHOXY)ETHANE;MONO METHOXY PEG BROMIDE;Ethane, 1-(2-bromoethoxy)-2-methoxy-;1-BROMO-2-(2-METHOXYETHOXY)ETHANE, TECH. 90%, STAB. WITH SOD;1-BROMO-(2-METHOXYETHOXY)ETHANE;1-Bromo-2-(2-methoxyethoxy)ethane, tech. 90%, stab. with sodium carbonate;1-Bromo-2-(2-methoxyethoxy)ethane, tech. 90%;1-bromo-3,6-dioxaheptane
CAS:54149-17-6
MF:C5H11BrO2
MW:183.04
EINECS:259-000-6
Product Categories:Ethers;Organic Building Blocks;Oxygen Compounds
Mol File:54149-17-6.mol
1-Bromo-2-(2-methoxyethoxy)ethane Structure
1-Bromo-2-(2-methoxyethoxy)ethane Chemical Properties
Boiling point 156 °C (lit.) 37-40 °C/0.01 mmHg (lit.)
density 1.3600 g/mL at 25 °C (lit.)
refractive index n20/D 1.455(lit.)
Fp 163 °F
storage temp. 2-8°C
form Liquid
color Clear colorless to pale yellow
Water Solubility Not miscible in water.
Sensitive Light Sensitive
BRN 2069579
InChIInChI=1S/C5H11BrO2/c1-7-4-5-8-3-2-6/h2-5H2,1H3
InChIKeyHUXJXNSHCKHFIL-UHFFFAOYSA-N
SMILESC(OCCBr)COC
CAS DataBase Reference54149-17-6(CAS DataBase Reference)
NIST Chemistry Reference1-Bromo-2-(2-methoxyethoxy)ethane(54149-17-6)
Safety Information
Risk Statements 36/37/38
Safety Statements 24/25
WGK Germany 3
HS Code 29091990
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
1-Bromo-2-(2-methoxyethoxy)ethane Usage And Synthesis
Chemical Propertiesclear colorless to pale yellow liquid
Uses1-Bromo-2-(2-methoxyethoxy)ethane is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.
Synthesis General Procedure for Preparation of 1-Bromo-2-(2-methoxyethoxy)ethane: Into a 25-mL round bottomed flask equipped with magnetic stir bar, addition funnel and positive flow of nitrogen were placed 15.60 mmol of a ethyleneglycol monomethyl ether. The solution was stirred for 15 min in an ice bath before the dropwise addition of phosphorous tribromide (7.81 mmol) over a 10 min period. The solution was allowed to gradually warm and stir at room temperature (rt) for 14 hrs. The solution was then heated in a 90 °C oil bath for 1 hr, at which time the solution turned yellow. The solution was allowed to cool to rt, poured onto 30 g of ice/water mixture, and made slightly basic with addition of a 10% solution of NaHCO3 (~6 mL). Subsequent extraction with diethyl ether (Et2O) (3 x 30 mL), followed by drying over MgSO4 and concentration under reduced pressure afforded a colorless oil in sufficient purity for use in subsequent reactions.
1-Bromo-2-(2-methoxyethoxy)ethane synthesis
m-PEG2-acid Diethylene glycol monomethyl ether Methyl-PEG6-MS MPEG4-CH2CH2COOH Methyl-PEG4-t-butyl ester 2,5,8,11,14,17,20,23,26-Nonaoxaoctacosan-28-amine 1-Bromo-2-(2-methoxyethoxy)ethane Decabromodiphenyl Ethane ETHANE Diethylene Glycol Dimethyl Ether Anisole Hexafluoroethane (Trifluoromethoxy)benzene Ethoxyquin p-Anisidine p-Anisaldehyde Bromine Sodium carbonate

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