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Merck

778583

Sigma-Aldrich

Azidobenzene solution

greener alternative

~0.5 M in 2-methyltetrahydrofuran, ≥95.0% (HPLC)

Sinónimos:

Phenyl azide solution

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About This Item

Fórmula empírica (notación de Hill):
C6H5N3
Número de CAS:
Peso molecular:
119.12
Beilstein/REAXYS Number:
742248
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22

assay

≥95.0% (HPLC)

form

liquid

greener alternative product characteristics

Catalysis
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sustainability

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concentration

~0.5 M in 2-methyltetrahydrofuran

impurities

≤2.0% water

greener alternative category

storage temp.

−20°C

SMILES string

[N-]=[N+]=Nc1ccccc1

InChI

1S/C6H5N3/c7-9-8-6-4-2-1-3-5-6/h1-5H

InChI key

CTRLRINCMYICJO-UHFFFAOYSA-N

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General description

Azidobenzene is an aromatic azide generally used in copper(I)-catalyzed azide-alkyne cycloaddition reactions.
Azidobenzene solution can undergo click reaction with alkyne-functionalized oligomers to form O-ester-functionalized o-phenylenes, a group of aromatic foldamers with a good folding tendency in most solvents.

Application

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Irrit. 2 - STOT RE 2

supp_hazards

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

10.4 °F

flash_point_c

-12 °C


Certificados de análisis (COA)

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Manabu Mizutani et al.
Biomacromolecules, 3(4), 668-675 (2002-07-09)
Photoreactive phenylazide-end-capped liquid copolymers were prepared by ring-opening copolymerization of epsilon-caprolactone (CL) and trimethylene carbonate (TMC) at an equimolar monomer feed ratio in the presence of a polyol, namely, a low-molecular-weight alcohol (di-, tri-, and tetraol) or poly(ethylene glycol) (PEG)
David Evrard et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(30), 9286-9291 (2008-09-10)
The electrochemical reduction of phenylazide or phenylacetylene diazonium salts leads to the grafting of azido or ethynyl groups onto the surface of carbon electrodes. In the presence of copper(I) catalyst, these azide- or alkyne-modified surfaces react efficiently and rapidly with
A general approach to the covalent immobilization of single polymers.
Li Liu et al.
Angewandte Chemie (International ed. in English), 45(37), 6207-6210 (2006-08-15)
Jin Wang et al.
Organic letters, 9(20), 3973-3976 (2007-08-28)
Ultrafast photolysis (lambda(ex) = 308 nm) of phenyl azide in 100% formic acid produces a broadly absorbing transient within the instrument time resolution (300 fs), which is assigned to an excited state of the azide. The azide excited state fragments
Andrew L Hook et al.
Biomacromolecules, 10(3), 573-579 (2009-01-23)
The fabrication and characterization of chemical patterns using a technique that can be readily integrated with methods currently used for the formation of microarrays is presented. A high density poly(ethylene glycol) coating was deposited on glass slides as a background

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