765953

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

• Synonym(s): Azido-PEG3-azido, Bis-PEG3-Azide
• Empirical Formula (Hill Notation): C₈H₁₆N₆O₃
• CAS Number: 101187-39-7
• Molecular Weight: 244.25
• MDL number: MFCD03425545
• UNSPSC Code: 12352200
• PubChem Substance ID: 329767198
• NACRES: NA.22

Properties

• form: liquid
• reaction suitability: reaction type: click chemistry; reagent type: cross-linking reagent
• refractive index: n20/D 1.470
• bp: 163-196 °C/760 mmHg
• density: 1.170 g/mL at 25 °C
• storage temp.: −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
• InChI key: SFMMXKLNFMIUCH-UHFFFAOYSA-N

Description

Application

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)

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable