m-PEG5-bromide

Base Information

• Chemical Name: m-PEG5-bromide
• CAS No.: 854601-80-2
• Molecular Formula: C₁₁H₂₃BrO₅
• Molecular Weight: 315.205
• Hs Code.: 2942000090
• Mol file: 854601-80-2.mol

Synonyms:1-bromo-2-(2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)ethoxy)ethane

Chemical Property of m-PEG5-bromide

Chemical Property:

• Boiling Point: 342.4±32.0 °C(Predicted)
• Density: 1.235±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

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

mPEG5-Br min.97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: m-PEG5-bromide is a PEG linker containing a bromide group. 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 m-PEG5-bromide

There total 5 articles about m-PEG5-bromide 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: 77.4%

3,6,9,12,15-pentaoxahexadecanol (23778-52-1,95507-80-5) → 1-bromo-2-(2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)ethoxy)ethane (854601-80-2,92450-98-1)

Guidance literature:

3,6,9,12,15-pentaoxahexadecanol; With methanesulfonyl chloride; triethylamine; at 0 - 20 ℃;

With tetrabutylammomium bromide; In acetonitrile; at 50 ℃; for 15h;

Reference yield: 77.4%

2,5,8,11,14-pentaoxahexadecan-16-yl methanesulfonate (130955-38-3) → 1-bromo-2-(2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)ethoxy)ethane (854601-80-2,92450-98-1)

Guidance literature:

With tetrabutylammomium bromide; In acetonitrile; at 50 ℃; for 15h;

Reference yield:

Pentaethylene glycol (4792-15-8) → 1-bromo-2-(2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)ethoxy)ethane (854601-80-2,92450-98-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1H-imidazole / dichloromethane / 18 h / 20 °C / Inert atmosphere

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0 °C / Inert atmosphere

2.2: 20 h / 0 - 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

4.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 10 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; carbon tetrabromide; tetrabutyl ammonium fluoride; sodium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; mineral oil;

DOI:10.1002/anie.202104233

upstream raw materials:

3,6,9,12,15-pentaoxahexadecanol

2,5,8,11,14-pentaoxahexadecan-16-yl methanesulfonate

Pentaethylene glycol

Downstream raw materials:

mPEG₅-hydroxyzine

N,N-Di-mPEG₅-Mexiletine

Refernces

• 1、 -. "OLIGOMER-ANTIHISTAMINE CONJUGATES". . . Retrieved 2008/12/07.