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778583

Sigma-Aldrich

Azidobenzene solution

greener alternative

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

Synonyme(s) :

Phenyl azide solution

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About This Item

Formule empirique (notation de Hill):
C6H5N3
Numéro CAS:
622-37-7
Poids moléculaire :
119.12
Numéro Beilstein :
742248
Numéro MDL:
MFCD00040895
Code UNSPSC :
12352200
ID de substance PubChem :
329767981
Nomenclature NACRES :
NA.22

Pureté

≥95.0% (HPLC)

Forme

liquid

Caractéristiques du produit alternatif plus écologique

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

Concentration

~0.5 M in 2-methyltetrahydrofuran

Impuretés

≤2.0% water

Autre catégorie plus écologique

Aligned,

Température de stockage

−20°C

Chaîne SMILES 

[N-]=[N+]=Nc1ccccc1

InChI

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

Clé InChI

CTRLRINCMYICJO-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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

Phenylazide in greener solvent, 2-methyltetrahydrofuran (2-MeTHF).

2-Methyltetrahydrofuran (2-MeTHF): A Biomass-Derived Solvent with Broad Application in Organic Chemistry

Mention d'avertissement

Danger

Mentions de danger

H225,H302,H315,H318,H373

Classification des risques

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

Risques supp

EUH019

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

10.4 °F

Point d'éclair (°C)

-12 °C

Certificats d'analyse (COA)

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Laëtitia Renaudie et al.
Biomacromolecules, 8(2), 679-685 (2007-02-13)
Grafting of a new carbohydrate UV-reactive molecule, an azidophenyl lactamine (AzPhLac), was achieved on fibers of three different diameters: 12, 18, and 32 microm. Adsorption of AzPhLac on fibers was obtained by using the dip-coating method in solution. The effect
Pascal Viel et al.
Langmuir : the ACS journal of surfaces and colloids, 29(6), 2075-2082 (2013-01-16)
Covalent immobilization of unmodified biological materials as proteins has been performed through a one-step and soft method. This process is based on a polyazidophenylene layer derived from the electroreduction of the parent salt 4-azidobenzenediazonium tetrafluoborate on gold substrates. The wavelength
C Malaveille et al.
Cancer research, 42(4), 1446-1453 (1982-04-01)
3-Methyl-1-phenyltriazene and a series of ring-substituted derivatives (4-methylphenyl, 4-chlorophenyl, and 2,4,6-trichlorophenyl), structurally related benzenediazonium fluoborates and phenyl azides, as well as the recently isolated [1-methyl-3-(2,4,6-trichlorophenyl)-2-triazeno]methyl-beta-D-glucopyranoside uronic acid, were studied for their mutagenic activity in Salmonella typhimurium strains. Of these compounds
Yutaka Sadakane et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 22(2), 209-218 (2006-03-04)
Photoaffinity labeling enables the direct probing of a target protein through a covalent bond between a ligand and its binding protein, and even a complex formed by weak interactions can be isolated by the method. The photochemical fishing approach accelerates
Luís M T Frija et al.
The journal of physical chemistry. A, 111(15), 2879-2888 (2007-03-29)
A combined matrix isolation FT-IR and theoretical DFT(B3LYP)/6-311++G(d,p) study of the molecular structure and photochemistry of 5-ethoxy-1-phenyl-1H-tetrazole (5EPT) was performed. A new method of synthesis of the compound is described. Calculations show three minima, very close in energy and separated
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