Ethane,1,1'-Oxybis〔2-(2-bromoethoxy)-

Base Information

• Chemical Name: Ethane,1,1'-Oxybis〔2-(2-bromoethoxy)-
• CAS No.: 31255-26-2
• Molecular Formula: C8H16Br2O3
• Molecular Weight: 320.021
• Mol file: 31255-26-2.mol

Synonyms:1,11-ibromo-3,6,9-trioxaundecane;3,6,9-trioxa-1,11-dibromoundecane;3,6,9-trioxaundecane-1,11-dibromide;1,11-dibromo-3,6,9-trioxaundecane;

Chemical Property of Ethane,1,1'-Oxybis〔2-(2-bromoethoxy)-

Chemical Property:

• Boiling Point: 146 °C(Press: 0.06 Torr)
• PSA: 27.69000
• Density: 1.5686 g/cm3
• LogP: 1.82600
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Bromo-PEG3-bromide 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Bromo-PEG3-bromide is a PEG linker containing two bromide groups. The bromide (Br) is a very good leaving group for nucleophilic substitution reactions. The hydrophilic PEG spacer increases solubility in aqueous media.

Technology Process of Ethane,1,1'-Oxybis〔2-(2-bromoethoxy)-

There total 2 articles about Ethane,1,1'-Oxybis〔2-(2-bromoethoxy)- 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: 68.0%

Tetraethylene glycol (112-60-7) + triphenylphosphine (603-35-0) → 1-bromo-2-{2-[2-(2-bromoethoxy)ethoxy]-ethoxy}ethane (31255-26-2) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

Tetraethylene glycol; With carbon tetrabromide; In dichloromethane; for 0.25h;

triphenylphosphine; In dichloromethane; at 20 ℃;

DOI:10.1039/b719702k

Reference yield:

1,4-dioxane (123-91-1,28347-88-8,28347-91-3,39449-24-6,54841-74-6) → 1,1'-oxybis(2-bromo-ethane) (5414-19-7) + 1,2-bis-(2-bromo-ethoxy)-ethane (31255-10-4) + 1-bromo-2-{2-[2-(2-bromoethoxy)ethoxy]-ethoxy}ethane (31255-26-2)

Guidance literature:

With titanium(IV) bromide; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₂Cl₂, room temperature, 2.) CH₂Cl₂, reflux, 21 d;

Reference yield: 87.0%

1-bromo-2-{2-[2-(2-bromoethoxy)ethoxy]-ethoxy}ethane (31255-26-2) + (±)-1-(4-hydroxy-3-methoxyphenyl)-(2R,3S)-dimethyl-4-(3,4-dimethoxyphenyl)butane → (+/-)-(2S,3R)-1-[4-(12-bromo-1,4,7,10-tetraoxadodecanyl)-3-methoxyphenyl]-4-(3,4-dimethoxyphenyl)-2,3-dimethylbutane

Guidance literature:

With potassium carbonate; In acetone; Reflux; Inert atmosphere;

upstream raw materials:

1,4-dioxane

Tetraethylene glycol

triphenylphosphine

Downstream raw materials:

10,13,16-tris(p-tolylsulphonyl)-1,4,7-trioxa-10,13,16-triazacyclo-octadecane

10,14,18-tris(p-tolylsulphonyl)-1,4,7-trioxa-10,14,18-triazacycloicosane

1,13-bis-1,4,7,10,13-pentaoxatridecane

N,N'-dibenzyl-1,11-diamino-3,6,9-trioxaundecane dihydrochloride

Refernces

• 1、 Delaney, Paul A.,Johnstone, Robert A. W.,Entwistle, Ian D.. "Metal-assisted Reactions. Part 17. Ring-opening and Dimerization of Cyclic Ethers by Titanium Halides". . p. 1855 - 1860. Retrieved 2007/10/02.