765953

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

• Synonym(e): Azido-PEG3-azido, Bis-PEG3-Azide
• Empirische Formel (Hill-System): C₈H₁₆N₆O₃
• CAS-Nummer: 101187-39-7
• Molekulargewicht: 244.25
• MDL-Nummer: MFCD03425545
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 329767198
• NACRES: NA.22

Eigenschaften

• Form: liquid
• Eignung der Reaktion: reaction type: click chemistry; reagent type: cross-linking reagent
• Brechungsindex: n20/D 1.470
• bp: 163-196 °C/760 mmHg
• Dichte: 1.170 g/mL at 25 °C
• Lagertemp.: −20°C
• SMILES String: [N-]=[N+]=NCCOCCOCCOCCN=[N+]=[N-]
• InChI: 1S/C8H16N6O3/c9-13-11-1-3-15-5-7-17-8-6-16-4-2-12-14-10/h1-8H2
• InChIKey: SFMMXKLNFMIUCH-UHFFFAOYSA-N

Beschreibung

Anwendung

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.

1,11-Diazido-3,6,9-trioxaundecane may be used to synthesize:

• 1,11-bis[4-(pyren-1-ylmethoxymethyl)-1H-1,2,3-triazole-1-yl]-3,6,9-trioxaundecane, a fluorogenic chemosensor that can selective detect Hg²⁺ and Ag⁺ ions in aqueous methanol solution
• 1-amino-11-azido-3,6,9-trioxaundecane, an intermediate to synthesize tetraethylene glycol based bidentate ligand functionalized with dihydrolipoic acid and biotin (DHLA-TEG-biotin)

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H302
• Gefahreneinstufungen: Acute Tox. 4 Oral
• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable