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About This Item
Empirical Formula (Hill Notation):
C6H5N3
CAS Number:
Molecular Weight:
119.12
UNSPSC Code:
12352200
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
742248
Assay:
≥95.0% (HPLC)
Form:
liquid
InChI
1S/C6H5N3/c7-9-8-6-4-2-1-3-5-6/h1-5H
SMILES string
[N-]=[N+]=Nc1ccccc1
InChI key
CTRLRINCMYICJO-UHFFFAOYSA-N
assay
≥95.0% (HPLC)
form
liquid
greener alternative product characteristics
Catalysis
Learn more about the Principles of Green Chemistry.
sustainability
Greener Alternative Product
concentration
~0.5 M in 2-methyltetrahydrofuran
impurities
≤2.0% water
greener alternative category
storage temp.
−20°C
Quality Level
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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
Phenylazide in greener solvent, 2-methyltetrahydrofuran (2-MeTHF).
2-Methyltetrahydrofuran (2-MeTHF): A Biomass-Derived Solvent with Broad Application in Organic Chemistry
2-Methyltetrahydrofuran (2-MeTHF): A Biomass-Derived Solvent with Broad Application in Organic Chemistry
Disclaimer
Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.
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Danger
hcodes
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
WGK 3
flash_point_f
10.4 °F
flash_point_c
-12 °C
Regulatory Information
危险化学品
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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
Solvent effects on the folding of o-phenylene oligomers
Vemuri GN, et al.
Organic & Biomolecular Chemistry, 15(4), 845-851 (2017)
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