1,2-Bis(2-azidoethoxy)ethane

Base Information

• Chemical Name: 1,2-Bis(2-azidoethoxy)ethane
• CAS No.: 82055-94-5
• Molecular Formula: C₁₂H₂₄N₆O₅
• Molecular Weight: 332.36
• DSSTox Substance ID: DTXSID501180973
• Nikkaji Number: J813.412J
• Mol file: 82055-94-5.mol

Synonyms:Azido-PEG2-Azide;59559-06-7;1,2-Bis(2-azidoethoxy)ethane;Azide-PEG3-Azide;82055-94-5;1-azido-2-[2-(2-azidoethoxy)ethoxy]ethane;1379365-47-5;1,8-DIAZIDO-3,6-DIOXAOCTANE;N3-PEG2-N3;Azido-PEG2-Azido;LCZC1249;SCHEMBL14211649;1,8-diazido-3,6-dioxa-octane;OHZGAFKSAANFAS-UHFFFAOYSA-N;DTXSID501180973;MFCD06637650;AKOS040742968;AB25380;HY-W044155;BP-20691;CS-0037158;F85642;A923336;R14-0357;1-AZIDO-2-[2-(2-AZIDO-ETHOXY)-ETHOXY]-ETHANE

Chemical Property of 1,2-Bis(2-azidoethoxy)ethane

Chemical Property:

• Melting Point: 45-50 °C
• Flash Point: >110 °C
• PSA: 0.00000
• LogP: 0.00000
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 200.10217365
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

97% ^*data from raw suppliers

N3-PEG(400)-N3 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(COCCOCCN=[N+]=[N-])N=[N+]=[N-]
• Uses: PEG for cross-linking and used in ″click″ chemistry reactions. PEGylated materials have found broad use in drug delivery systems, virology, and immunology, as the incorporation of PEG improves pharmacological properties such as increased water solubility, enhanced resistance to degradation (protein hydrolysis), increased circulation half-life, and reduced antigenicity. Polymer for preparing enzyme conjugates soluble in organic solvents; promising drug carrier.

Technology Process of 1,2-Bis(2-azidoethoxy)ethane

There total 42 articles about 1,2-Bis(2-azidoethoxy)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%

((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) dimethanesulfonate (55400-73-2) → 1,11-diazido-3,6,9-trioxaundecane (101187-39-7,82055-94-5)

Guidance literature:

With sodium azide; In ethanol; N,N-dimethyl acetamide; for 6h; Reflux;

DOI:10.1016/j.tet.2009.07.028

Reference yield: 99.0%

triethylene glycol di-(p-toluenesulfonate) (19249-03-7) → 1,8-diazido-3,6-dioxaoctane (59559-06-7,82055-94-5)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2009.01.028

Reference yield: 99.0%

1,11-dichloro-3,6,9-trioxaundecane (638-56-2,27252-69-3) → 1,11-diazido-3,6,9-trioxaundecane (101187-39-7,82055-94-5)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 40h;

upstream raw materials:

1,2-bis(2-chloroethoxy)ethane

triethylene glycol di-(p-toluenesulfonate)

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

1,2-bis(2-tosylethoxy)ethane

Downstream raw materials:

C₅₄H₆₈N₉O₁₁P

2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl methanesulfonate

N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]biotinamide

tert-butyl N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]carbamate