PEG-Azide, O-(2-Azidoethyl)-Oμ-methylpolyethylene glycol

Base Information

• Chemical Name: PEG-Azide, O-(2-Azidoethyl)-Oμ-methylpolyethylene glycol
• CAS No.: 89485-61-0
• Molecular Formula: C₇H₁₅N₃O₃
• Molecular Weight: 189.214
• Hs Code.: 39072090
• DSSTox Substance ID: DTXSID201212327
• Mol file: 89485-61-0.mol

Synonyms:Polyethyleneglycol 2-azidoethyl methyl ether

Chemical Property of PEG-Azide, O-(2-Azidoethyl)-Oμ-methylpolyethylene glycol

Chemical Property:

• Melting Point: 45-50 °C
• Refractive Index: n20/D1.458
• Flash Point: >110°C
• PSA: 68.21000
• Density: 1.105 g/mL at 25 °C
• LogP: 0.41246
• Storage Temp.: 2-8°C
• Solubility.: Soluble in Water, DMSO, DCM, DMF
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 145.085126602
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

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

poly(ethyleneglycol)methyletherazide,Mn=400 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCCOCCN=[N+]=[N-]
• Description: m-PEG12-azide is a aqueous soluble monodisperse PEG linker. The azide group can react with alkyne, BCN, DBCO via Click Chemistry.
• Uses: PEG functionalized with azide is commonly used in copper-mediated ligation (click chemistry). PEG of this molecular weight should remain amorphous at room temperature.

Technology Process of PEG-Azide, O-(2-Azidoethyl)-Oμ-methylpolyethylene glycol

There total 32 articles about PEG-Azide, O-(2-Azidoethyl)-Oμ-methylpolyethylene glycol 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%

2,5,8,11,14,17-hexaoxanonadecan-19-yl 4-methylbenzenesulfonate (155887-96-0,58320-73-3) → 1-azido-2-[2-(2-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethane (1043884-49-6,89485-61-0)

Guidance literature:

With sodium azide; In water; acetone; at 75 ℃;

Reference yield: 99.0%

2,5,8,11-tetraoxatridecan-13-ol tosylate (62921-76-0,58320-73-3) → 1-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}-2-methoxyethane (606130-90-9,89485-61-0)

Guidance literature:

With sodium azide; In ethanol; for 2.5h; Reflux;

DOI:10.1039/b811002f

Reference yield: 98.0%

2,5,8,11,14,17,20-heptaoxadocosan-22-yl 4-methylbenzene-1-sulfonate (79622-11-0) → azidoheptaethylene glycol methyl ether (208987-04-6,89485-61-0)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 5h;

DOI:10.1002/ejoc.201700566

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:

C₁₉H₃₂N₂O₁₀

1-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-3-phenoxypyrrole-2,5-dione

N-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)-4-(1-methylpyrrole-2,5-dione-3-yloxy)benzamide

Refernces

• 1、 Hoogenboom, Richard,Jana, Somdeb,Jerca, Valentin Victor,Lenaerts, Ruben,Ryskulova, Kanykei,Seiffert, Anne K.,Van Hecke, Kristof,Xu, Xiaowen. "[2 × 2] metallo-supramolecular grids based on 4,6-bis((1H-1,2,3-triazol-4-yl)-pyridin-2-yl)-2-phenylpyrimidine ligands: From discrete [2 × 2] grid structures to star-shaped supramolecular polymeric architectures". . p. 8746 - 8751. Retrieved 2021/07/02.
• 2、 Chen, Shizhen,Jiang, Zhong-Xing,Li, Yu,Yang, Hao,Yang, Zhigang,Yuan, Yuan,Zhang, Huaibin,Zhang, Jing,Zhou, Xin. "Synthesis of branched monodisperse oligoethylene glycols and 19f mri-traceable biomaterials through reductive dimerization of azides". . p. 6778 - 6787. Retrieved 2020/06/08.