727466
4-Azidotoluene solution
~0.5 M in tert-butyl methyl ether, ≥95.0% (HPLC)
Synonym(s):
1-Azido-4-methylbenzene solution, 4-Methylphenyl azide solution, p-Tolyl azide solution
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About This Item
Empirical Formula (Hill Notation):
C7H7N3
CAS Number:
Molecular Weight:
133.15
UNSPSC Code:
12352200
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1841411
Product Name
4-Azidotoluene solution, ~0.5 M in tert-butyl methyl ether, ≥95.0% (HPLC)
InChI
1S/C7H7N3/c1-6-2-4-7(5-3-6)9-10-8/h2-5H,1H3
SMILES string
Cc1ccc(cc1)N=[N+]=[N-]
InChI key
YVXDRCDGBCOJHX-UHFFFAOYSA-N
assay
≥95.0% (HPLC)
form
liquid
concentration
~0.5 M in tert-butyl methyl ether
impurities
≤2.0% water
storage temp.
−20°C
Quality Level
Application
4-Azidotoluene solution may be used for the functionalization at the axial position of boron subphthalocyanines with a terminal acetylene functionality via copper(I)-catalyzed azide-alkyne cycloaddition in the presence of Hunig′s base.
General description
4-Azidotoluene is an aromatic azide generally used in copper(I)-catalyzed azide-alkyne cycloaddition reactions.
signalword
Danger
hcodes
Hazard Classifications
Flam. Liq. 2 - Skin Irrit. 2
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
-18.4 °F
flash_point_c
-28 °C
Regulatory Information
危险化学品
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Acetylenic Scaffolding with Subphthalocyanines.
Gotfredsen H, et al.
European Journal of Organic Chemistry, 2016(1), 17-21 (2016)
Ju Eun Jeon et al.
Cell, 180(1), 176-187 (2020-01-11)
In response to biotic stress, plants produce suites of highly modified fatty acids that bear unusual chemical functionalities. Despite their chemical complexity and proposed roles in pathogen defense, little is known about the biosynthesis of decorated fatty acids in plants.
Cu-catalyzed azide? alkyne cycloaddition
Meldal M & Torn?e CW
Chemical Reviews, 108(8), 2952-3015 (2008)
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