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

Base Information

• Chemical Name: 1-Bromo-2-(2-methoxyethoxy)ethane
• CAS No.: 54149-17-6
• Molecular Formula: C5H11 Br O2
• Molecular Weight: 183.045
• Hs Code.: 2909199090
• European Community (EC) Number: 259-000-6
• DSSTox Substance ID: DTXSID30202494
• Nikkaji Number: J279.590F
• Wikidata: Q72446171
• Mol file: 54149-17-6.mol

Synonyms:1-Bromo-2-(2-methoxyethoxy)ethane;54149-17-6;1-(2-bromoethoxy)-2-methoxyethane;m-PEG2-Br;1-Bromo-3,6-dioxaheptane;mPEG2-Br;Ethane, 1-(2-bromoethoxy)-2-methoxy-;MFCD00000238;2-(2-methoxyethoxy)ethyl bromide;EINECS 259-000-6;1-Bromo-2-(2-methoxyethoxy)ethane (stabilized with Na2CO3);1-(2-bromoethoxy)-2-methoxy-ethane;Methyl-PEG2-bromide;SCHEMBL9536;1-bromo-3,6-dioxa-heptane;m-PEG-bromide, MW 2,000;m-PEG-bromide, MW 5,000;bromo-2-(2-methoxyethoxy)ethane;1-Bromo-2-(methoxyethoxy)ethane;DTXSID30202494;2-bromoethyl 2-methoxyethyl ether;1-bromo-2(2-methoxyethoxy)ethane;2-(2-methoxyethoxy) ethyl bromide;1-bromo-2-(2-methoxyethoxyl)ethane;AC1298;BBL103099;STL556909;1-bromo-2-(2-methoxy-ethoxy)ethane;1-bromo-2-(2-methoxyethoxy) ethane;1-bromo-2-(2-methoxyethoxy)-ethane;1-(2-bromo-ethoxy)-2-methoxy-ethane;AKOS000169158;AKOS015964464;1-Bromo-2-(2-methoxy-ethoxy)-ethane;BP-26281;BP-26289;SY049757;Ethylene Glycol 2-Bromoethyl Methyl Ether;1-Bromo-2-(2-methoxyethoxy)ethane, 90%;1-Bromo-2-(2-methoxyethoxy)ethane, 95%;HY-133277;1-bromo-2-{[2-(methyloxy)ethyl]oxy}ethane;B4736;CS-0116183;FT-0607430;EN300-124199;A829995;W-105668;1-Bromo-(2-methoxyethoxy)ethane (stabilised with sodium carbonate)

Chemical Property of 1-Bromo-2-(2-methoxyethoxy)ethane

Chemical Property:

• Appearance/Colour: CLEAR COLOURLESS LIQUID
• Vapor Pressure: 1mmHg at 25°C
• Refractive Index: n20/D 1.455(lit.)
• Boiling Point: 37-40 ºC (0.01 mmHg)
• Flash Point: 73 ºC
• PSA: 18.46000
• Density: 1.347
• LogP: 1.04430
• Storage Temp.: Refrigerator (+4°C)
• Sensitive.: Light Sensitive
• Water Solubility.: Not miscible in water.
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 181.99424
• Heavy Atom Count: 8
• Complexity: 41.4

Purity/Quality:

97.0% ^*data from raw suppliers

1-Bromo-2-(2-methoxyethoxy)ethane ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCCOCCBr
• Uses: 1-Bromo-2-(2-methoxyethoxy)ethane is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 1-Bromo-2-(2-methoxyethoxy)ethane

There total 4 articles about 1-Bromo-2-(2-methoxyethoxy)ethane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

toluene-4-sulfonic acid 2-(2-methoxyethoxy)ethyl ester (50586-80-6,58320-73-3) → 2-bromoethyl 2-methoxyethyl ether (54149-17-6,92450-98-1)

Guidance literature:

With lithium bromide; In acetone; for 5h; Heating;

DOI:10.1021/jo702380b

Reference yield: 93.0%

2-(2-methoxyethoxy)ethyl alcohol (111-77-3,95507-80-5) → 2-bromoethyl 2-methoxyethyl ether (54149-17-6,92450-98-1)

Guidance literature:

With phosphorus tribromide; In tetrahydrofuran; at 65 ℃; for 8h;

DOI:10.1016/S1386-1425(02)00392-X

Reference yield: 88.0%

2-(2-methoxyethoxy)ethyl-4-methylbenzenesulfonate → 2-bromoethyl 2-methoxyethyl ether (54149-17-6,92450-98-1)

Guidance literature:

With lithium bromide; In acetone; for 6h; Reflux;

DOI:10.1002/ejoc.201600059

upstream raw materials:

2-(2-methoxyethoxy)ethyl alcohol

toluene-4-sulfonic acid 2-(2-methoxyethoxy)ethyl ester

Downstream raw materials:

1-Chloro-4-[2-(2-methoxy-ethoxy)-ethoxy]-benzene

benzyl-2-(methoxyethoxy)ethylamine

2-hydroxy-3-(2-(2-methoxyethoxy)ethoxy)benzaldehyde

4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-[2-(2-methoxy-ethoxy)-ethoxy]-benzamide

Refernces

• 1、 Zhao, Hua,Afriyie, Lennox O.,Larm, Nathaniel E.,Baker, Gary A.. "Glycol-functionalized ionic liquids for high-temperature enzymatic ring-opening polymerization". . p. 36025 - 36033. Retrieved 2018/11/20.
• 2、 Gala, Elena,Reyes, M. José,Alvarez-Builla, Julio,Izquierdo, M. Luisa. "Regioselective Synthesis of 2-Amino-5-(or 3-)arylazo-Substituted Pyridines and Pyrazines from Pyridinium N-Aminides". . p. 2145 - 2156. Retrieved 2016/05/09.