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

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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
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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.)
Flash point:
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
InChI
InChI=1S/C5H11BrO2/c1-7-4-5-8-3-2-6/h2-5H2,1H3
InChIKey
HUXJXNSHCKHFIL-UHFFFAOYSA-N
SMILES
C(OCCBr)COC
CAS DataBase Reference
54149-17-6(CAS DataBase Reference)
NIST Chemistry Reference
1-Bromo-2-(2-methoxyethoxy)ethane(54149-17-6)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
24/25
WGK Germany 
3
HS Code 
29091990

MSDS

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1-Bromo-2-(2-methoxyethoxy)ethane Usage And Synthesis

Chemical Properties

clear colorless to pale yellow liquid

Uses

1-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.

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