1-Azido-2-(2-(2-methoxyethoxy)ethoxy)ethane

Base Information

• Chemical Name: 1-Azido-2-(2-(2-methoxyethoxy)ethoxy)ethane
• CAS No.: 74654-06-1
• Molecular Formula: C7H15N3O3
• Molecular Weight: 189.214
• DSSTox Substance ID: DTXSID90438873
• Nikkaji Number: J961.525C
• Wikidata: Q82254714
• Mol file: 74654-06-1.mol

Synonyms:74654-06-1;m-PEG3-Azide;1-azido-2-(2-(2-methoxyethoxy)ethoxy)ethane;mPEG3-N3;1-AZIDO-2-[2-(2-METHOXYETHOXY)ETHOXY]ETHANE;azido-mPEG3;Ethane, 1-(2-azidoethoxy)-2-(2-methoxyethoxy)-;LCZC615;1-Azido-3,6,9-trioxadecane;SCHEMBL15033004;DTXSID90438873;ZSSKNHYYIBAWRX-UHFFFAOYSA-N;MFCD22574767;ZB0968;AKOS030213453;BT-0164;BP-20973;2-(2-(2-methoxyethoxy)ethoxy)ethyl azide;HY-140827;CS-0114349;1-(2-(2-methoxyethoxy)-ethoxy)-2-azidoethane;C70154;EN300-7470200;A917457

Chemical Property of 1-Azido-2-(2-(2-methoxyethoxy)ethoxy)ethane

Chemical Property:

• Refractive Index: n/D 1.4472
• PSA: 77.44000
• Density: 1.08 g/mL
• LogP: 0.42906
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 189.11134135
• Heavy Atom Count: 13
• Complexity: 148

Purity/Quality:

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

m-PEG3-azide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCCOCCOCCN=[N+]=[N-]
• Description: m-PEG3-azide is a PEG linker containing an azide group. The azide group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage. The hydrophilic PEG spacer increases solubility in aqueous media.

Technology Process of 1-Azido-2-(2-(2-methoxyethoxy)ethoxy)ethane

There total 5 articles about 1-Azido-2-(2-(2-methoxyethoxy)ethoxy)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: 100.0%

2-(2-(2-methoxyethoxy)ethoxy)ethyl p-toluenesulfonate (62921-74-8,518012-62-9,58320-73-3) → 2-(2-(2-methoxyethoxy)ethoxy)ethyl azide (74654-06-1,89485-61-0)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; Inert atmosphere;

DOI:10.1039/d1dt01373d

Reference yield: 97.0%

8-methoxy-1-(methylsulfonyl)oxy-3,6-dioxaoctane (74654-05-0) → 2-(2-(2-methoxyethoxy)ethoxy)ethyl azide (74654-06-1,89485-61-0)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 24h;

DOI:10.1039/c1gc16067b

Reference yield: 90.0%

triethylene glucol monomethyl ether (112-35-6,95507-80-5) → 2-(2-(2-methoxyethoxy)ethoxy)ethyl azide (74654-06-1,89485-61-0)

Guidance literature:

With tris-(2-chloro-ethyl)-amine; di-tert-butyl-diazodicarboxylate; triphenylphosphine; In tetrahydrofuran; benzene; at 20 ℃; for 1.5h;

DOI:10.1002/1099-0690(200105)2001:10<1903::AID-EJOC1903>3.0.CO;2-W

upstream raw materials:

1-chloro-3,6,9-trioxadecane

2-(2-(2-methoxyethoxy)ethoxy)ethyl p-toluenesulfonate

8-methoxy-1-(methylsulfonyl)oxy-3,6-dioxaoctane

triethylene glucol monomethyl ether

Downstream raw materials:

2-[2-(2-methoxyethoxy)ethoxy]ethylamine

Refernces

• 1、 Geng, Jin,Lindqvist, Josefina,Mantovani, Giuseppe,Haddleton, David M.. "Simultaneous copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) and living radical polymerization". . p. 4180 - 4183. Retrieved 2008.
• 2、 Bartl, Julia,Koch, Marcus,Kubik, Stefan,Reinke, Lena. "Selective sensing of sulfate anions in water with cyclopeptide-decorated gold nanoparticles". supporting information. p. 10457 - 10460. Retrieved 2020/10/02.
• 3、 Ashcraft, Adam,Bernard, Brianna,Husainy, Dalia,Liu, Chuan,Liu, Kaixuan,Mukhopadhyay, Arindam,Olivier, Jean-Hubert,Paulino, Victor,Phan, Tina. "A Molecular Strategy to Lock-in the Conformation of a Perylene Bisimide-Derived Supramolecular Polymer". supporting information. p. 7487 - 7493. Retrieved 2020/03/13.