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765953

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

Synonym(s):

Azido-PEG3-azido, Bis-PEG3-Azide

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About This Item

Empirical Formula (Hill Notation):
C8H16N6O3
CAS Number:
101187-39-7
Molecular Weight:
244.25
NACRES:
NA.22
PubChem Substance ID:
329767198
UNSPSC Code:
12352200
MDL number:
MFCD03425545
Form:
liquid
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form

liquid

Quality Segment

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

Application

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)

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Codes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

10 - Combustible liquids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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