1,11-DIAZIDO-3,6,9-TRIOXAUNDECANE

Base Information

• Chemical Name: 1,11-DIAZIDO-3,6,9-TRIOXAUNDECANE
• CAS No.: 101187-39-7
• Molecular Formula: C8H16 N6 O3
• Molecular Weight: 244.253
• Hs Code.: 29270000
• European Community (EC) Number: 802-438-5
• DSSTox Substance ID: DTXSID10400052
• Nikkaji Number: J813.413H
• Wikidata: Q82202871
• Mol file: 101187-39-7.mol

Synonyms:1-Azido-2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethane

Chemical Property of 1,11-DIAZIDO-3,6,9-TRIOXAUNDECANE

Chemical Property:

• Refractive Index: n20/D1.470
• Boiling Point: 163-196°C/760 mmHg
• PSA: 127.19000
• Density: 1.170 g/mL at 25 °C
• LogP: 0.56232
• Storage Temp.: -20°C Freezer
• Solubility.: Soluble in chloroform, DCM, DMF, DMSO, or THF
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 12
• Exact Mass: 244.12838839
• Heavy Atom Count: 17
• Complexity: 236

Purity/Quality:

97% ^*data from raw suppliers

1,11-Diazido-3,6,9-trioxaundecane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(COCCOCCOCCN=[N+]=[N-])N=[N+]=[N-]
• Uses: 1,11-Diazido-3,6,9-trioxaundecane is a useful linker for biomolecules. Homobifunctional PEG azide click chemistry linker. Azide functional groups will react via a copper catalyzed or strain promoted 1,3-dipolar cycloaddition click reaction with terminal alkynes and cyclooctyne derivatives to yield a stable triazole linkage.

Technology Process of 1,11-DIAZIDO-3,6,9-TRIOXAUNDECANE

There total 8 articles about 1,11-DIAZIDO-3,6,9-TRIOXAUNDECANE 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%

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;

Reference yield: 98.0%

1-bromo-2-{2-[2-(2-bromoethoxy)ethoxy]-ethoxy}ethane (31255-26-2) → 1,11-diazido-3,6,9-trioxaundecane (101187-39-7,82055-94-5)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 10h;

DOI:10.1021/ja051685b

upstream raw materials:

1,11-dichloro-3,6,9-trioxaundecane

((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) dimethanesulfonate

1-bromo-2-{2-[2-(2-bromoethoxy)ethoxy]-ethoxy}ethane

tetraethylene glycol di(p-toluenesulfonate)

Downstream raw materials:

2-[2-[2-[2-aminoethoxy]ethoxy]ethoxy]ethylamine

2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethylamine

C₃₂H₄₄N₆O₉

C₆₄H₇₆N₆O₁₇

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