778583
Azidobenzene solution
~0.5 M in 2-methyltetrahydrofuran, ≥95.0% (HPLC)
Synonym(s):
Phenyl azide solution
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About This Item
Empirical Formula (Hill Notation):
C6H5N3
CAS Number:
Molecular Weight:
119.12
Beilstein:
742248
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
≥95.0% (HPLC)
form
liquid
greener alternative product characteristics
Catalysis
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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
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
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Irrit. 2 - STOT RE 2
Supplementary Hazards
Storage Class Code
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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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
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
Solvent effects on the folding of o-phenylene oligomers
Vemuri GN, et al.
Organic & Biomolecular Chemistry, 15(4), 845-851 (2017)
Sameer A Al-Bataineh et al.
Langmuir : the ACS journal of surfaces and colloids, 25(13), 7432-7437 (2009-07-01)
N-(3-trimethoxysilylpropyl)-4-azido-2,3,5,6-tetrafluorobenzamide (PFPA-silane) was used as a photoactive cross-linker to immobilize antibacterial furanone molecules on silicon oxide surfaces. This immobilization strategy is useful, especially for substrates and molecules that lack reactive functional groups. To this end, cleaned wafers were initially incubated
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