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778583 Sigma-Aldrich

Azidobenzene solution

Green Alternative

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

Synonym: Phenyl azide solution

  • CAS Number 622-37-7

  • Empirical Formula (Hill Notation) C6H5N3

  • Molecular Weight 119.12

  •  Beilstein/REAXYS Number 742248

  •  MDL number MFCD00040895

  •  PubChem Substance ID 329767981

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Properties

Related Categories Aromatic Azides, Azides, Building Blocks, Chemical Synthesis, Nitrogen Compounds - Organic Building Blocks,
InChI Key   CTRLRINCMYICJO-UHFFFAOYSA-N
assay   ≥95.0% (HPLC)
greener alternative product characteristics   Catalysis
Learn more about the Principles of Green Chemistry.
concentration   ~0.5 M in 2-methyltetrahydrofuran
impurities   ≤2.0% water
storage temp.   −20°C

Description

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

Safety & Documentation

Safety Information

Signal word 
Danger
Hazard statements 
Supplemental Hazard Statements 
May form explosive peroxides.
RIDADR 
UN 2536 3 / PGII
WGK Germany 
3
Flash Point(F) 
10.4 °F
Flash Point(C) 
-12 °C

Documents

Certificate of Analysis

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Protocols & Articles
Peer-Reviewed Papers
15

References

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